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Synlett 2010(12): 1733-1745
DOI: 10.1055/s-0030-1258123
DOI: 10.1055/s-0030-1258123
ACCOUNT
© Georg Thieme Verlag
Stuttgart ˙ New York
Two-Phase Terpene Total Synthesis: Historical Perspective and Application to the Taxol® Problem
Weitere Informationen
Received
18 June 2010
Publikationsdatum:
01. Juli 2010 (online)
Publikationsverlauf
Publikationsdatum:
01. Juli 2010 (online)
Abstract
This account presents our laboratory’s latest endeavors in Csp3−H activation in the context of total synthesis, as well as a historical perspective of the field of Csp3−H activation. Our viewpoints in using a two-phase terpene synthesis strategy and how known oxidative transformations could benefit an eventual biomimetic synthesis of Taxol® are discussed.
1 Introduction
2 Csp3−H Functionalization: A Historical Perspective
3 Two-Phase Terpene Synthesis: Proof of Principle
4 A Two-Phase Approach to Taxol®: Planning Stage
5 Heuristic Value of the Oxidation Pyramid
6 Taxol®: Precedent and First Ruminations
7 Conclusions and Outlook
Key words
biomimetic synthesis - oxidation - pyramid - terpenoids - total synthesis
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