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Stereoselective Total Synthesis of (11β)-11-Methoxycurvularin

✍ Scribed by Karuturi Rajesh; Vangaru Suresh; Jondoss Jon Paul Selvam; Dokuburra Chanti Babu; Yenamandra Venkateswarlu

Publisher: John Wiley and Sons
Year: 2010
Tongue: German
Weight: 164 KB
Volume: 93
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.200900136

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✦ Synopsis

Abstract

A simple and highly efficient stereoselective total synthesis of (11__β__)‐11‐methoxycurvularin (5), a polyketide natural product, was achieved. The synthesis commenced with a Cu‐mediated regioselective opening of (2__S__)‐2‐methyloxirane (6) and comprised a Keck asymmetric allylation and intramolecular Friedel–Crafts acylation as key steps (Scheme 2).

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