Asymmetric synthesis of the northern half C1-C16 of the bryostatins

Authors
Vakalopoulos, A Lampe, TFJ Hoffmann, HMR
Citation
A. Vakalopoulos et al., Asymmetric synthesis of the northern half C1-C16 of the bryostatins, ORG LETT, 3(6), 2001, pp. 929-932
Citations number
43
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
6
Year of publication
2001
Pages
929 - 932
Database
ISI
SICI code
1523-7060(20010322)3:6<929:ASOTNH>2.0.ZU;2-3
Abstract
[GRAPHICS] Starting from 8-oxabicyclo[3.2.1]oct-6-en-3-one and racemic 2,2-dimethyl-8- oxabicyclo[3.2.1]oct-6-en-3-one the C1-C16 segment of the bryostatins has b een synthesized in 30 steps and 9% overall yield (17 steps longest linear s equence), Fragment coupling by dithiane strategy and protecting group manip ulations provided an advanced chemodifferentiated northern half segment.