Stereoselective Synthesis of (+/-)-rocaglaol Analogues

Overview

Journal Org Lett

Publisher American Chemical Society

Specialties Biochemistry
Chemistry

Date 2004 Nov 19

PMID 15548084

Citations 10

Authors

Kai Thede

Nicole Diedrichs

Jacques P Ragot

Affiliations

Soon will be listed here.

Abstract

An intramolecular hydroxy epoxide opening was used to access the cyclopenta[b]benzofuran ring system of the natural product rocaglaol (2). Our route allowed the stereocontrolled preparation of the rocaglaol derivative (+/-)-(1S*,3S*,3aR*,8bS*)-3b. The synthesis of the (+/-)-(3R*)-epimer of 3b was also achieved. Our strategy is well-suited for the production of analogues with variation of the western ring. [reaction: see text]

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