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New Reactions And Synthetic Strategies Toward Indolizidine Alkaloids And Pallavicinia Diterpenes
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Book Synopsis New Reactions and Synthetic Strategies Toward Indolizidine Alkaloids and Pallavicinia Diterpenes by : Alison Rae Hardin Narayan
Download or read book New Reactions and Synthetic Strategies Toward Indolizidine Alkaloids and Pallavicinia Diterpenes written by Alison Rae Hardin Narayan and published by . This book was released on 2011 with total page 788 pages. Available in PDF, EPUB and Kindle. Book excerpt: Abstract New Reactions and Synthetic Strategies toward Indolizidine Alkaloids and Pallavicinia Diterpenes by Alison Rae Hardin Narayan Doctor of Philosophy in Chemistry University of California, Berkeley Professor Richmond Sarpong, Chair Strategies toward indolizidine alkaloids and pallavicinia diterpenes have been established. The first six chapters of this thesis are devoted to the development and execution of approaches toward N-fused bicycles and their application to the synthesis of indolizidine alkaloids. The final chapter details efforts toward the synthesis of pallavicinin and related diterpenes. An overview of the indolizidine alkaloids is provided, including the major structural distinctions of the subclasses of these alkaloids as well as their known biological activity. This sets the stage for a discussion of our synthetic approach toward this class of natural products, aiming to build these molecules from indolizine and indolizinone precursors. Several methods were developed to rapidly access indolizines and indolizinones. Specifically, the platinum-catalyzed cycloisomerization of propargylic esters to 2,3-disubstituted indolizines was realized. The nuances of the effect of the substrate's electronic properties on the reaction pathway were studied and this knowledge was utilized to develop a reaction selective for the formation of 2,3-disubstituted indolizines over the 1,3-disubstituted products. Subsequently, a metal-free version of a previously established metal-catalyzed cyclization was identified for the formation of 1,3-disubstituted indolizines and indolizinones. With methods in place to form substituted indolizines and indolizinones, these bicycles were employed in the synthesis of indolizidine alkaloids. First, indolizine precursors were used to accomplish a five-step total synthesis of indolizidine 209D and a formal synthesis of securinine. Next, the innate reactivity of indolizinones was explored and applied to the synthesis of tricyclic marine alkaloids. From indolizinone building blocks, two routes were established to the tricyclic cylindricine core. The first approach toward the cylindricines featured a ring-opening/ring-closing metathesis to assemble the cis-6,6-ring fusion conserved throughout this family of natural products. The second approach toward the cylindricines employed a ring-contractive cyclization to form a tricyclic indolizinone, which served as a common intermediate to both the cylindricine and the closely related lepadiformine alkaloids. The ring-contractive cyclization approach led to the synthesis of the cylindricine core in eight steps. Additionally, progress toward lepadiformine C from an intermediate accessed in the cylindricine synthesis has been achieved. Finally, a strategy toward pallavicinin and related diterpenes has been tested. The approach features a gold-catalyzed cyclization to construct the [3.2.1]bicycle of pallavicinin and an Eschenmoser-Claisen rearrangement to form a key carbon-carbon bond. This strategy has been successful for the formation of the 8,9-epi, epi-pallavicinin tetracycle.
Book Synopsis Herbalism, Phytochemistry and Ethnopharmacology by : Amritpal Singh
Download or read book Herbalism, Phytochemistry and Ethnopharmacology written by Amritpal Singh and published by CRC Press. This book was released on 2011-04-11 with total page 440 pages. Available in PDF, EPUB and Kindle. Book excerpt: Bridging the gap between the ancient art of herbalism and the emerging sciences of ethnopharmocology and phytopharmacotherapy, this book highlights the major breakthroughs in the history of the field and focuses on future directions in the discovery and application of herb-derived medicines. Implementing the concept of reverse pharmacology, it inte
Book Synopsis Small Ring Compounds in Organic Synthesis VI by : Armin de Meijere
Download or read book Small Ring Compounds in Organic Synthesis VI written by Armin de Meijere and published by Springer. This book was released on 1999-11-18 with total page 230 pages. Available in PDF, EPUB and Kindle. Book excerpt: This current and five previous volumes (Volumes 133, 135, 144, 155, 178) convincingly demonstrate the vast applications of small rings in modern Organic Synthesis. Such applications range from total syntheses of cyclopropyl-group-containing natural products and non-natural biologically active compounds or compounds with other important properties (e.g. liquid crystalline) via syntheses of cyclopropyl analogues of natural and non-natural physiologically active compounds, e.g. peptidomimetics, to the use of cyclopropyl groups as reactive subunits in so-called composite functional groups. This current volume covers a survey of the wide range of biological activities of cyclopropyl-containing compounds, up-to-date comprehensive reviews on the multiple applicabilities of two multifunctional small ring building blocks - methyl-2-chloro-2-cyclopropylidene acetate and bicyclopropylidene - in Organic Synthesis as well as a striking new approach to cyclopentenones from easily accessible 1-ethynylcyclopropanols, which is rather general and favorably complements other cyclopentenone syntheses.
Book Synopsis The Chemistry of the Cyclopropyl Group (NY Handling Set Only) by : Zvi Rappoport
Download or read book The Chemistry of the Cyclopropyl Group (NY Handling Set Only) written by Zvi Rappoport and published by . This book was released on 1987 with total page 832 pages. Available in PDF, EPUB and Kindle. Book excerpt: The latest in a series of advanced treatises under the general editorship of Professor Saul Patai providing a comprehensive review of the chemistry of the cyclopropyl group including physical properties, analysis, reaction mechanisms and synthetic uses.
Book Synopsis Your Guide to Standardized Herbal Products by : Rebecca Flynn
Download or read book Your Guide to Standardized Herbal Products written by Rebecca Flynn and published by . This book was released on 1995-01-01 with total page 100 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Medicinal and Aromatic Plants in Asia by : Narong Chōmchalao
Download or read book Medicinal and Aromatic Plants in Asia written by Narong Chōmchalao and published by Science Publishers. This book was released on 1995 with total page 226 pages. Available in PDF, EPUB and Kindle. Book excerpt: