Overview
- Includes detailed figures and schemes in each chapter and subsection to make the thesis easy to follow and understand
- Provides extensive and thorough procedural and analytical information to allow the reader to easily replicate experimental conditions described in the thesis
- Contains additional information and background not given in currently published literature to give enhanced perspective on the research performed
- Includes supplementary material: sn.pub/extras
Part of the book series: Springer Theses (Springer Theses)
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Table of contents (3 chapters)
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Front Matter
Keywords
About this book
This thesis describes the inception, design, and implementation of stereoselective desymmetrization reactions in the total synthesis of the natural products pactamycin and paspaline. In the case of pactamycin, the author develops a novel asymmetric Mannich reaction and symmetry-breaking reduction strategy to enable facile construction of the complex core architecture in fifteen steps using commercially available materials – the shortest synthesis to date. He subsequently demonstrates the flexibility of this approach in SAR investigations by highlighting the preparation of twenty-five unique pactamycin structural congeners. For paspaline, the author develops a biocatalytic desymmetrization strategy that allows the highly controlled synthesis of core stereochemistry and provides a platform for the development of new conceptual disconnections in the synthesis of "steroid-like" natural products. This thesis offers a valuable resource for students embarking on a PhD in total synthesis.
Authors and Affiliations
Bibliographic Information
Book Title: Stereoselective Desymmetrization Methods in the Assembly of Complex Natural Molecules
Authors: Robert.J Sharpe
Series Title: Springer Theses
DOI: https://doi.org/10.1007/978-3-319-39025-3
Publisher: Springer Cham
eBook Packages: Chemistry and Materials Science, Chemistry and Material Science (R0)
Copyright Information: Springer International Publishing Switzerland 2016
Hardcover ISBN: 978-3-319-39024-6Published: 22 June 2016
Softcover ISBN: 978-3-319-81797-2Published: 07 June 2018
eBook ISBN: 978-3-319-39025-3Published: 09 June 2016
Series ISSN: 2190-5053
Series E-ISSN: 2190-5061
Edition Number: 1
Number of Pages: XXIX, 266
Number of Illustrations: 356 b/w illustrations, 11 illustrations in colour
Topics: Organic Chemistry, Medicinal Chemistry, Industrial Chemistry/Chemical Engineering