Concise Formal Synthesis of the Bryostatin Southern Hemisphere (C17-C27).
- Resource Type
- Article
- Authors
- Voight, Eric A.; Roethle, Paul A.; Burke, Steven D.
- Source
- Journal of Organic Chemistry. 6/25/2004, Vol. 69 Issue 13, p4534-4357. 4p.
- Subject
- *PROPANE
*ESTERS
*ACETONE
*MONOAMINE oxidase
*ORGANIC synthesis
*HOMOLOGY theory
*ORGANIC compounds
- Language
- ISSN
- 0022-3263
An efficient synthesis of Hale and co-workers' C17-C27 bryostatin southern hemisphere intermediate has been accomplished in six steps and 33% overall yield from (R)-2-(benzyloxy)propanal. The synthesis features a one-pot DIBALH/HWE ester homologation as well as a novel aceto- nide rearrangement/glycal formation cascade. [ABSTRACT FROM AUTHOR]