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Stereoselective Carbon Carbon Bond Forming Reactions
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Book Synopsis Stereoselective Carbon-carbon Bond Forming Reactions Using Chiral Phosphorus(v) Compounds and the Derived Anions by : Jung Ho Kim
Download or read book Stereoselective Carbon-carbon Bond Forming Reactions Using Chiral Phosphorus(v) Compounds and the Derived Anions written by Jung Ho Kim and published by . This book was released on 1992 with total page 754 pages. Available in PDF, EPUB and Kindle. Book excerpt: C$sb2$-Symmetric diamines were synthesized in order to examine carbon-carbon bond forming reactions using chiral auxiliary-based phosphorus reagents. The general utility of these diamines as chiral auxiliaries in the diastereoselective alkylation of P-alkyl anions was examined. A systematic study of the alkylation of the P-alkyl anions was accomplished varying N-alkyl and P-alkyl substituents. High diastereoselectivity was achieved with N-neopentyl substrates (up to 92:8 diastereoselectivity). The P-allyl anions with varying phosphorus substituents have heen investigated. The diastereoselectivity and the regioselectivity of Michael reactions of chiral cis-oxazaphosphorinanes with cyclic enones were very high. The reaction with chiral trans-oxazaphosphorinanes was not selective. The conjugate addition reaction of a variety of P-allyldiazaphosphorinanes with cyclic enones, varying the substituent of P-allyl unit, was highly regio- and diastereoselective. The nucleophilic addition to the $alpha,beta$-unsaturated phosphorus(V) compounds proved to be highly nucleophile-dependent. The nucleophiles with certain range of pK$sb{rm a}$ values (25-32) have been shown to react with the $alpha,beta$-unsaturated phosphorus(V) compounds. The diastereoselectivity of the reaction with sulfone stabilized anions or the amide enolates was low in either the internal or relative sense due to the flexible conformation of the P-propenyl side chain. The general reactivity of P-acyl enolate was extraordinarily low toward usual electrophiles except for silylating agents (TMSCl, TESCl) which produced (E)-silyl enol ethers exclusively. Asymmetric aldol reaction of the enolates derived from P-acylphosphorus heterocycles were not highly successful (up to 36% e.e.) mostly due to their low reactivity and the nature of the thermodynamically controlled reaction.
Book Synopsis Highly Stereoselective Carbon-carbon Bond-forming Reactions by : Jeff D. McGilvra
Download or read book Highly Stereoselective Carbon-carbon Bond-forming Reactions written by Jeff D. McGilvra and published by . This book was released on 2007 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Stereoselective Carbon-carbon Bond Forming Reactions by : Elizabeth Diane Burke
Download or read book Stereoselective Carbon-carbon Bond Forming Reactions written by Elizabeth Diane Burke and published by . This book was released on 2004 with total page 338 pages. Available in PDF, EPUB and Kindle. Book excerpt: "In the second chapter, a general method for the asymmetric synthesis of alpha,alpha-disubstituted-beta-hydroxy carbonyl compounds is described. This methodology relies on the stereoselective formation of acyclic alpha,alpha-disubstituted amide enolates. These enolates were prepared using methodology developed in the Gleason laboratory. Transmetallation of the initially formed lithium enolate was necessary to achieve high relative and absolute product stereocontrol. The E- and Z-enolate isomers were investigated. The Z-enolate reacted with high stereocontrol, whereas the E-enolate was not able to provide the anti isomer selectively. An X-ray crystal structure confirmed the absolute configuration of the product." --
Book Synopsis Enantioselective C-C Bond Forming Reactions by :
Download or read book Enantioselective C-C Bond Forming Reactions written by and published by Elsevier. This book was released on 2023-12-01 with total page 338 pages. Available in PDF, EPUB and Kindle. Book excerpt: Enantioselective C-C Bond Forming Reactions: From Metal Complex-, Organo-, and Bio-catalyzed Perspectives, Volume 73 in the Advances in Catalysis series, highlights new advances in the field, with this new volume presenting interesting chapters on topics such as An introduction to Chirality, Metal-catalyzed stereoselective C-C-bond forming reactions, Enantioselective C-C bond forming reactions promoted by organocatalysts based on unnatural amino acid derivatives, Enantioselective C-C bond formation in complex multicatalytic system, Gold-based multicatalytic systems for enantioselective C-C Bond forming reactions, Novel enzymatic tools for C-C bond formation through the development of new-to-nature biocatalysis, and more. - Provides the authority and expertise of leading contributors from an international board of authors - Presents the latest release in Advances in Catalysis serials - Updated release includes the latest information in the field
Book Synopsis Mechanistic Studies of Stereoselective Free Radical Carbon-carbon Bond Forming Reactions by : Guiru Zhang
Download or read book Mechanistic Studies of Stereoselective Free Radical Carbon-carbon Bond Forming Reactions written by Guiru Zhang and published by . This book was released on 2001 with total page 424 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Carbon-Carbon ?-Bond Formation by : G. Pattenden
Download or read book Carbon-Carbon ?-Bond Formation written by G. Pattenden and published by Elsevier. This book was released on 1992-09-08 with total page 1209 pages. Available in PDF, EPUB and Kindle. Book excerpt: Volume 3 covers carbon-to-carbon single bond forming reactions involving sp3, sp2 and sp carbon centers, but only those which do not involve additions to C-X &pgr;-bonds. The volume first compares and contrasts the alkylation reactions of all types of sp3 carbon nucleophiles and also covers vinyl and alkynyl carbanions. Following on from Volume 2, a separate section covers Friedel-Crafts alkylation reactions, which is complemented by discussions of polyene cyclizations and electrophilic transannular cyclizations in synthesis. Coupling reactions leading to &agr;-bond formation, and involving all types of combinations ofsp3, sp2 and sp carbon centers are next covered, including those reactions based on pinacol, acyloin and phenol oxidative coupling reactions, and also the Kolbe reaction. Rearrangement reactions, leading to carbon-to-carbon &agr;-bond formation, are often used in a clever manner in synthesis. The volume includes all those rearrangement reactions based on intermediate carbonium ions and carbanions, and also includes the benzil-benzilic acid and the Wolff rearrangements. The volume closes with coverage of carbonylation reactions, and the use of carbene insertion reactions into the C-H bond in synthesis.
Book Synopsis Stereoselective Organocatalysis by : Ramon Rios Torres
Download or read book Stereoselective Organocatalysis written by Ramon Rios Torres and published by John Wiley & Sons. This book was released on 2013-04-29 with total page 581 pages. Available in PDF, EPUB and Kindle. Book excerpt: Sets forth an important group of environmentally friendly organic reactions With contributions from leading international experts in organic synthesis, this book presents all the most important methodologies for stereoselective organocatalysis, fully examining both the activation mode as well as the type of bond formed. Clear explanations guide researchers through all the most important methods used to form key chemical bonds, including carbon-carbon (C–C), carbon-nitrogen (C–N), and carbon-halogen (C–X) bonds. Moreover, readers will discover how the use of non-metallic catalysts facilitates a broad range of important reactions that are environmentally friendly and fully meet the standards of green chemistry. Stereoselective Organocatalysis begins with an historical overview and a review of activation modes in asymmetric organocatalysis. The next group of chapters is organized by bond type, making it easy to find bonds according to their applications. The first of these chapters takes a detailed look at the many routes to C–C bond formation. Next, the book covers: Organocatalytic C–N bond formation C–O bond formation C–X bond formation C–S, C–Se, and C–B bond formation Enantioselective organocatalytic reductions Cascade reactions forming both C–C bonds and C–heteroatom bonds The final chapter is devoted to the use of organocatalysis for the synthesis of natural products. All the chapters in the book are extensively referenced, serving as a gateway to the growing body of original research reports and reviews in the field. Based on the most recent findings and practices in organic synthesis, Stereoselective Organocatalysis equips synthetic chemists with a group of organocatalytic reactions that will help them design green reactions and overcome many challenges in organic synthesis.
Book Synopsis Carbon-carbon Bond Formation by : Robert L. Augustine
Download or read book Carbon-carbon Bond Formation written by Robert L. Augustine and published by CRC Press. This book was released on 1979-04-01 with total page 480 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Stereoselective carbon-carbon bond forming reactions by : Harry H. Wasserman
Download or read book Stereoselective carbon-carbon bond forming reactions written by Harry H. Wasserman and published by . This book was released on 1999 with total page 20 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Stereoselective Multiple Bond-Forming Transformations in Organic Synthesis by : Jean Rodriguez
Download or read book Stereoselective Multiple Bond-Forming Transformations in Organic Synthesis written by Jean Rodriguez and published by John Wiley & Sons. This book was released on 2015-04-08 with total page 471 pages. Available in PDF, EPUB and Kindle. Book excerpt: Combining the important research topic of multiple bond-forming transformations with green chemistry, this book helps chemists identify recent sustainable stereoselective synthetic sequences. • Combines the important research topic of multiple bond-forming transformations with green chemistry and sustainable development • Offers a valuable resource for preparing compounds with multiple stereogenic centers, an important field for synthetic chemists • Organizes chapters by molecular structure of final products, making for a handbook-style resource • Discusses applications of the synthesis of natural products and of drug intermediates • Brings together otherwise-scattered information about a number of key, efficient chemical reactions
Book Synopsis Stereoselective Synthesis in Organic Chemistry by : Atta-ur-Rahman
Download or read book Stereoselective Synthesis in Organic Chemistry written by Atta-ur-Rahman and published by Springer. This book was released on 2011-12-21 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: This monumental tome by Prof. Atta-ur-Rahman and Dr. Zahir Shah pres ents a broad overall perspective of stereo selectivity in the synthesis of or ganic molecules. Thus it treats a problem that is of fundamental importance and will be even more important in the future as the drug industry is required to supply 1000/0 optically pure compounds. After an exposition of general principles, the following subjects are treated: Catalytic Reductions, Heterogeneous Catalytic Hydrogenations, Stereoselective Non-Catalytic Reductions, Stereos elective Carbon-Carbon Bond Forming Reactions, Asymmetric Oxidations, Asymmetric Carbon Heteroatom Bond Formations, Enzyme Catalyzed Reactions, Stereo selective Free Radical Reactions, and finally Miscellaneous Stereoselective Reactions. For each subject, a wealth of examples are given. The highly selective reactions are mentioned along with reactions that are not. This is helpful as it will teach the practical chemist what to avoid. Much progress has been made in the last two decades in the design of new, very stereoselective reactions which can be applied in industry. For example, and in alphabetical order, we can mention (among other peers): H.C. Brown (hydroboration), D.C. Evans (carbon-carbon bond forma tion), R. Noyori (BINAP reagents for hydrogenation), and K.B. Sharpless (epoxidation and dihydroxylation of double bonds). Thus the field has completely changed since the 1950s, when optically pure compounds were always obtained by difficult resolutions of racemates and not by stereoselec tive reactions.
Book Synopsis Stereoselective Carbon-carbon Bond Formation Via Sulfur Stabilized Carbanions by : Miguel Diaz Laffosse
Download or read book Stereoselective Carbon-carbon Bond Formation Via Sulfur Stabilized Carbanions written by Miguel Diaz Laffosse and published by . This book was released on 1985 with total page 108 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Catalytic Asymmetric Synthesis by : Takahiko Akiyama
Download or read book Catalytic Asymmetric Synthesis written by Takahiko Akiyama and published by John Wiley & Sons. This book was released on 2022-05-27 with total page 798 pages. Available in PDF, EPUB and Kindle. Book excerpt: Catalytic Asymmetric Synthesis Seminal text presenting detailed accounts of the most important catalytic asymmetric reactions known today This book covers the preparation of enantiomerically pure or enriched chemical compounds by use of chiral catalyst molecules. While reviewing the most important catalytic methods for asymmetric organic synthesis, this book highlights the most important and recent developments in catalytic asymmetric synthesis. Edited by two well-qualified experts, sample topics covered in the work include: Metal catalysis, organocatalysis, photoredox catalysis, enzyme catalysis C–H bond functionalization reactions Carbon–carbon bond formation reactions, carbon–halogen bond formation reactions, hydrogenations, polymerizations, flow reactions Axially chiral compounds Retaining the best of its predecessors but now thoroughly up to date with the important and recent developments in catalytic asymmetric synthesis, the 4th edition of Catalytic Asymmetric Synthesis serves as an excellent desktop reference and text for researchers and students, from upper-level undergraduates all the way to experienced professionals in industry or academia.
Book Synopsis Chemo-, Regio-, and Diastereoselective C-C and C-O Bond Formation Via Transition Metal Catalysis by : Nusrah Hussain
Download or read book Chemo-, Regio-, and Diastereoselective C-C and C-O Bond Formation Via Transition Metal Catalysis written by Nusrah Hussain and published by . This book was released on 2015 with total page 596 pages. Available in PDF, EPUB and Kindle. Book excerpt: The efficient stereoselective formation of C-C and C-O bonds remains a critical challenge in organic chemistry. The level difficulty of these bond formations increases dramatically when regio-, diastereo-, and chemoselectivity issues are present. In efforts to address such challenges, this thesis summarizes three successful strategies to develop highly stereoselective C-C and C-O bond formation reactions: 1) the first strategy outlines the direct metallation and subsequent chemo- and regioselective cross-coupling of benzylic sp3-hybridized C-H bonds (pKa values >34) to form C- bonds via palladium catalyzed deprotonative cross-coupling process (DCCP), 2) the second strategy outlines the application of 1,1-heterobimetallic borozinc reagents in the diastereoselective C- bond-forming reactions, and 3) the third strategy outlines the use of transition metal-catalysis in the highly chemo- and diastereoselective C-O bond formation via vanadium catalyzed directed epoxidation. Chapters 1 and 2 summarize a program that we have recently initiated in our laboratory known as deprotonative cross-coupling process (DCCP). DCCP is the reversible in situ deprotonation of weakly acidic sp3-hybridized C-H bonds under mild conditions, which are then catalytically cross-coupled with aryl electrophiles under palladium catalysis. Chapters 3 and 4 summarize the potential usefulness of 1-alkenyl-l,l-heterobimetallics in the stereoselective C-C bond formations in organic synthesis. Our group reported a practical generation of 1,1-heterobimetallics from air-stable B(pin)-substituted alkynylboronate esters and demonstrated their utility in a variety of one-pot transformations to provide boron-substituted allylic alcohols, dienols, [alpha]-hydroxy ketones, and [alpha]-dihydroxy ketones with high diastereoselectivity. More applications of these reagents are also explored in Chapters 3 and 4.
Book Synopsis C-H Activation for Asymmetric Synthesis by : Françoise Colobert
Download or read book C-H Activation for Asymmetric Synthesis written by Françoise Colobert and published by John Wiley & Sons. This book was released on 2019-08-29 with total page 240 pages. Available in PDF, EPUB and Kindle. Book excerpt: Provides, in one handbook, comprehensive coverage of one of the hottest topics in stereoselective chemistry Written by leading international authors in the field, this book introduces readers to C-H activation in asymmetric synthesis along with all of its facets. It presents stereoselective C-H functionalization with a broad coverage, from outer-sphere to inner-sphere C-H bond activation, and from the control of olefin geometry to the induction of point, planar and axial chirality. Moreover, methods wherein asymmetry is introduced either during the C-H activation or in a different elementary step are discussed. Presented in two parts?asymmetric activation of C(sp3)-H bonds and stereoselective synthesis implying activation of C(sp2)-H bonds?CH-Activation for Asymmetric Synthesis showcases the diversity of stereogenic elements, which can now be constructed by C-H activation methods. Chapters in Part 1 cover: C(sp3)-H bond insertion by metal carbenoids and nitrenoids; stereoselective C-C bond and C-N bond forming reactions through C(sp3)?H bond insertion of metal nitrenoids; enantioselective intra- and intermolecular couplings; and more. Part 2 looks at: C-H activation involved in stereodiscriminant step; planar chirality; diastereoselective formation of alkenes through C(sp2)?H bond activation; amongst other methods. -Covers one of the most rapidly developing fields in organic synthesis and catalysis -Clearly structured in two parts (activation of sp3- and activation of sp2-H bonds) -Edited by two leading experts in C-H activation in asymmetric synthesis CH-Activation for Asymmetric Synthesis will be of high interest to chemists in academia, as well as those in the pharmaceutical and agrochemical industry.
Book Synopsis Catalysis in Asymmetric Synthesis by : Vittorio Caprio
Download or read book Catalysis in Asymmetric Synthesis written by Vittorio Caprio and published by John Wiley & Sons. This book was released on 2009-03-09 with total page 409 pages. Available in PDF, EPUB and Kindle. Book excerpt: Asymmetric synthesis has become a major aspect of modern organic chemistry. The stereochemical properties of an organic compound are often essential to its bioactivity, and the need for stereochemically pure pharmaceutical products is a key example of the importance of stereochemical control in organic synthesis. However, achieving high levels of stereoselectivity in the synthesis of complex natural products represents a considerable intellectual and practical challenge for chemists. Written from a synthetic organic chemistry perspective, this text provides a practical overview of the field, illustrating a wide range of transformations that can be achieved. The book captures the latest advances in asymmetric catalysis with emphasis placed on non-enzymatic methods. Topics covered include: Reduction of alkenes, ketones and imines Nucleophilic addition to carbonyl compounds Catalytic carbon-carbon bond forming reactions Catalytic reactions involving metal carbenoids Conjugate addition reactions Catalysis in Asymmetric Synthesis bridges the gap between undergraduate and advanced level textbooks and provides a convenient point of entry to the primary literature for the experienced synthetic organic chemist.
Book Synopsis Metal-catalyzed Cross-coupling Reactions by : François Diederich
Download or read book Metal-catalyzed Cross-coupling Reactions written by François Diederich and published by John Wiley & Sons. This book was released on 2008-07-11 with total page 540 pages. Available in PDF, EPUB and Kindle. Book excerpt: Carbon-carbon bond forming reactions are arguably the most important processes in chemistry, as they represent key steps in the building of complex molecules from simple precursors. Among these reactions, metal-catalyzed cross-coupling reactions are extensively employed in a wide range of areas of preparative organic chemistry, ranging from the synthesis of complex natural products, to supramolecular chemistry, and materials science. In this work, a dozen internationally renowned experts and leaders in the field bring the reader up to date by documenting and critically analyzing current developments and uses of metal-catalyzed cross-coupling reactions. A particularly attractive and useful feature, that enhances the practical value of this monograph, is the inclusion of key synthetic protocols, in experimental format, chosen for broad utility and application. This practice-oriented book can offer the practitioner short cuts to ensure they remain up-to-date with the latest developments.
