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Progress Toward The Total Synthesis Of Batrachotoxinin A And Phorboxazole B
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Book Synopsis Progress Toward the Total Synthesis of Batrachotoxinin A and Phorboxazole B by : Amber Reilly
Download or read book Progress Toward the Total Synthesis of Batrachotoxinin A and Phorboxazole B written by Amber Reilly and published by . This book was released on 2010 with total page 179 pages. Available in PDF, EPUB and Kindle. Book excerpt: Part I of this dissertation presents the studies directed toward the total synthesis of batrachotoxin. The general approach towards the synthesis of batrachotoxin involves preparation of the AB rings and the DE rings independently, followed by union of these two ring systems, subsequent closure of the C ring, and elaboration to the natural product. A deconjugative alkylation approach has thus far proved to be the most reliable route to the union of the AB rings to the DE rings, however other methods should be explored. Model studies and synthesis of advanced intermediates have provided a good foundation for future work towards the synthesis of batrachotoxin. Part II of this dissertation presents the studies directed toward the total synthesis of Phorboxazole B with an emphasis on efforts for uniting the side chain and macrocyclic core of the natural product by Wittig olefination. Model studies provided detailed insight into the conditions that would be optimal for union of these two advanced intermediates. While these model studies indicated a promising outcome and were even performed on highly elaborate model compounds, these conditions did not translate well in the union of the real side chain and macrocyle of Phorboxazole.
Book Synopsis Progress Towards the Total Synthesis of (-)-Batrachotoxin A Computationally Inspired Second-Generation Synthesis of (+) Fastigiatine Progress Towards the Total Synthesis of (-)-Himeradine A and Strategies Towards the 4,5-Spirocyclic Fragment of Phainanoid F by : Jacob Cole DeForest
Download or read book Progress Towards the Total Synthesis of (-)-Batrachotoxin A Computationally Inspired Second-Generation Synthesis of (+) Fastigiatine Progress Towards the Total Synthesis of (-)-Himeradine A and Strategies Towards the 4,5-Spirocyclic Fragment of Phainanoid F written by Jacob Cole DeForest and published by . This book was released on 2017 with total page 411 pages. Available in PDF, EPUB and Kindle. Book excerpt: The first chapter of this dissertation focus on the history and syntheses of the bioactive steroidal alkaloid (--)-batrachotoxin. Several notable partial syntheses are discussed, as well as two total synthesis. Previous efforts by the Rychnovsky group, as well as our current route towards batrachotoxin are described in Chapter 2. The successful synthesis of fully elaborated AB and DE steroidal fragments are disclosed, as well as the key reductive fragment coupling and Heck cyclization to form the steroidal core.Chapters 3 provides a concise introduction to the Lycopodium family of natural products, while Chapters 4 and 5 describe our recent efforts towards the total synthesis of two Lycopodium alkaloids, (+)-fastigiatine and (--)-himeradine A. Following the successful first-generation synthesis of fastigiatine, we chose to pursue a modified second-generation route that was inspired by computationally modeling. Highlights of the synthesis include a diastereoselective reduction-ketalization, an optimized dibromocarbene mediated ring-expansion, and utilization of photoredox catalysis to perform a radical aminomethylene conjugate addition. In Chapter 5, our efforts towards the total synthesis of himeradine A are disclosed. A highly efficient racemic synthesis of an advanced tri-substituted piperidine was achieved, and several methods to perform a late-stage resolution are discussed. A proof-of-concept Suzuki coupling between the quinolizidine precursor and pentacyclic core precursor was successful. Elaboration of the coupled intermediate through the remainder of the synthesis was accomplished, confirming the validity of our approach towards the synthesis of himeradine A.Finally, several strategies towards the synthesis of the 4,5-spirocyclic fragment of phainanoid F are presented in Chapter 6. While initial efforts on a model system were unsuccessful due to unexpected carbocation rearrangements, a route involving the photochemical Wolff ring contraction proved to be an efficient method to access the cyclobutane moiety found in the natural product. This approach is currently being applied towards the enantioselective synthesis of the western fragment of phainanoid F.
Book Synopsis Total Synthesis of (±)-tirandamycin B and Progress Towards the Synthesis of (±)-tirandalydigin by : Stephen J. Shimshock
Download or read book Total Synthesis of (±)-tirandamycin B and Progress Towards the Synthesis of (±)-tirandalydigin written by Stephen J. Shimshock and published by . This book was released on 1993 with total page 210 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Progress Towards the Total Synthesis of Batrachotoxin And A Concise Method for the Synthesis of Substituted Pyridines by : Justin Adam Hilf
Download or read book Progress Towards the Total Synthesis of Batrachotoxin And A Concise Method for the Synthesis of Substituted Pyridines written by Justin Adam Hilf and published by . This book was released on 2016 with total page 123 pages. Available in PDF, EPUB and Kindle. Book excerpt: Part I of this dissertation presents the efforts directed towards the total synthesis of batrachotoxin. The general approach focuses on the construction of the C ring of the steroid backbone through two carbon-carbon bond forming reactions. This approach breaks the complex natural product into two more approachable pieces. The AB ring system was accessed from the Hajos-Parish ketone and was coupled to the elaborated D ring by a conjugate addition/Claisen rearrangement sequence to form one of the desired carbon-carbon bonds. Extensive effort has been made in an attempt to cyclize the C ring.Part II describes the development of a new approach to the synthesis of substituted pyridines. The method aims to provide a reliable synthesis of a diverse scope of substituted pyridines through a concise three step procedure. Readily available enones are first converted into 1,5-dicarbonyls through a two-step Sakurai allylation/oxidative cleavage sequence, which is followed by subsequent cyclization to the corresponding pyridine using hydroxylamine hydrochloride. A variety of substituted pyridines have been synthesized using this method.
Book Synopsis Progress Toward the Total Synthesis of (+)-hitachimycin (stubomycin) by : Thomas Anthony Rano
Download or read book Progress Toward the Total Synthesis of (+)-hitachimycin (stubomycin) written by Thomas Anthony Rano and published by . This book was released on 1989 with total page 508 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Progress Towards the Total Synthesis of Apoptolidin by : Bohan Jin
Download or read book Progress Towards the Total Synthesis of Apoptolidin written by Bohan Jin and published by . This book was released on 2002 with total page 604 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Progress Toward the Total Synthesis of Mycobactin Analogues by : Anne F. Vergne
Download or read book Progress Toward the Total Synthesis of Mycobactin Analogues written by Anne F. Vergne and published by . This book was released on 2000 with total page 294 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis The First Total Synthesis of ()-lemonomycin and Progress Toward the Total Synthesis of (+)-cyanocycline A by : Eric Robert Ashley
Download or read book The First Total Synthesis of ()-lemonomycin and Progress Toward the Total Synthesis of (+)-cyanocycline A written by Eric Robert Ashley and published by . This book was released on 2006 with total page 658 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Progress Toward the Total Synthesis of Salvadione-A and Related Diterpenoids by : Blake Bennet Greene
Download or read book Progress Toward the Total Synthesis of Salvadione-A and Related Diterpenoids written by Blake Bennet Greene and published by . This book was released on 2004 with total page 74 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Progress Towards the Total Synthesis of Brasilicardin a and Synthesis of Antiangiogenic Sulfates by : Michael G. Lansdown
Download or read book Progress Towards the Total Synthesis of Brasilicardin a and Synthesis of Antiangiogenic Sulfates written by Michael G. Lansdown and published by . This book was released on 2004 with total page 402 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Progress Towards the Total Synthesis of Hibarimicin B and Its Congeners by : Nathan Paul Reising
Download or read book Progress Towards the Total Synthesis of Hibarimicin B and Its Congeners written by Nathan Paul Reising and published by . This book was released on 2004 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: Hibarimicin B (I) was isolated from a soil sample collected in Hibari, Japan, in 1995, and was identified to be a potent inhibitor of tyrosine kinase via a multi-protein assay. Chapter I of this thesis describes the biological activity of the hibarimicins, in addition to an investigation of the biosynthetic pathway leading to the hibarimicins. Based on this biosynthetic study, we have identified hibarimicinone (II) and HMP-Y1 (III) as key synthetic targets. Chapter II describes a model study investigating the key Hauser annulation for the synthesis of hibarimicinone (II). Synthetic progress towards one of the key intermediates in the synthesis of HMP-Y1 (III) is also presented. Chapter III summarizes the work accomplished to date and provides an overview of the necessary work needed for the total synthesis of hibarimicinone (II) and HMP-Y1 (III).
Book Synopsis Progress Towards the Total Synthesis of Allopumiliotoxin 267A Using Chiral N-acylpyridinium Salts by : Charles L. Ingalls
Download or read book Progress Towards the Total Synthesis of Allopumiliotoxin 267A Using Chiral N-acylpyridinium Salts written by Charles L. Ingalls and published by . This book was released on 1999 with total page 244 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Progress Towards a Total Synthesis of the Highly Selective Cytotoxic Natural Product, Maoecrystal V by : Douglas D. McLeod
Download or read book Progress Towards a Total Synthesis of the Highly Selective Cytotoxic Natural Product, Maoecrystal V written by Douglas D. McLeod and published by . This book was released on 2010 with total page 578 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Synthetic Studies Toward the Total Synthesis of Lomaiviticin A and B by : Virginia Heather Sharron Grant
Download or read book Synthetic Studies Toward the Total Synthesis of Lomaiviticin A and B written by Virginia Heather Sharron Grant and published by . This book was released on 2006 with total page 192 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Classics in Total Synthesis by : K. C. Nicolaou
Download or read book Classics in Total Synthesis written by K. C. Nicolaou and published by John Wiley & Sons. This book was released on 1996-04-11 with total page 826 pages. Available in PDF, EPUB and Kindle. Book excerpt: K.C. Nicolaou - Winner of the Nemitsas Prize 2014 in Chemistry This book is a must for every synthetic chemist. With didactic skill and clarity, K. C. Nicolaou and E. Sorensen present the most remarkable and ingenious total syntheses from outstanding synthetic organic chemists. To make the complex strategies more accessible, especially to the novice, each total synthesis is analyzed retrosynthetically. The authors then carefully explain each synthetic step and give hints on alternative methods and potential pitfalls. Numerous references to useful reviews and the original literature make this book an indispensable source of further information. Special emphasis is placed on the skillful use of graphics and schemes: Retrosynthetic analyses, reaction sequences, and stereochemically crucial steps are presented in boxed sections within the text. For easy reference, key intermediates are also shown in the margins. Graduate students and researchers alike will find this book a gold mine of useful information essential for their daily work. Every synthetic organic chemist will want to have a copy on his or her desk.
Book Synopsis Classics in Total Synthesis III by : K. C. Nicolaou
Download or read book Classics in Total Synthesis III written by K. C. Nicolaou and published by John Wiley & Sons. This book was released on 2011-03-14 with total page 788 pages. Available in PDF, EPUB and Kindle. Book excerpt: K.C. Nicolaou - Winner of the Nemitsas Prize 2014 in Chemistry Adopting his didactically skillful approach, K.C. Nicolaou compiles in this textbook the important synthetic methods that lead to a complex molecule with valuable properties. He explains all the key steps of the synthetic pathway, highlighting the major developments in blue-boxed sections and contrasting these to other synthetic methods. A wonderful tool for learning and teaching and a must-have for all future and present organic and biochemists.
Book Synopsis Protecting Groups by : Philip J. Kocienski
Download or read book Protecting Groups written by Philip J. Kocienski and published by Thieme. This book was released on 2005 with total page 700 pages. Available in PDF, EPUB and Kindle. Book excerpt: The didactic presentation of the material makes this book an essential bench-top tool not only for specialists in organic chemistry, but also for students and all those involved in the preparation of organic molecules. Key Features: A critical survey of the most used protecting groups, as used by organic chemists Organization based on functional groups: hydroxyl ; diol; carbonyl; carboxyl; amine Special emphasis placed on deprotection conditions applied to complex structures where selectivity is a prime issue Transformations accompanied by key experimental details Examples from the recent literature span a wide domain of organic synthesis Over 500 schemes aid visual retrieval End-of-chapter list reviews which amplify topics covered.
