Asymmetric synthesis and its applications: towards the synthesis of bryostatin 1
- 1 January 1988
- journal article
- research article
- Published by Walter de Gruyter GmbH in Pure and Applied Chemistry
- Vol. 60 (11) , 1587-1596
- https://doi.org/10.1351/pac198860111587
Abstract
After a brief introduction that outlines our general strategy for the stereoselective synthesis of complex natural products, based on the rule of multiple asymmetric synthesis, this article will present a critical evaluation of reagents recently developed to effect asymmetric aldol and allyl- and crotylboration, perhaps the two most important carbon, carbon bond forming reactions in the synthesis of polyketide-type natural products. Some emphasis will be placed on the mechanistic and synthetic aspects of newly discovered (R-) and (S)-2-trimethylsilylborolane mediated reactions. The latter half of the article will deal with the application of these reactions as illustrated by our work directed towards the synthesis of bryostatin 1, C47H68O17, a marine natural product isolated in minute quantities from Bulgula neritina. Bryostatins are potential anti-leukemic agents.This publication has 2 references indexed in Scilit:
- A synthesis of 19-dehydroamphoteronolide b.Tetrahedron Letters, 1988
- Oxidative desulfonylation. Phenyl vinyl sulfone as a ketene synthetic equivalentTetrahedron Letters, 1980