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Synthesis 2004(13): 2107-2114
DOI: 10.1055/s-2004-829173
DOI: 10.1055/s-2004-829173
PAPER
© Georg Thieme Verlag Stuttgart · New York
Flexible and Simple Route for the Stereoselective Synthesis of Trisubstituted γ-Butyrolactones: Total Synthesis of (+)-Blastomycinone and its Analogs [1]
Further Information
Received
14 April 2004
Publication Date:
27 July 2004 (online)
Publication History
Publication Date:
27 July 2004 (online)
Abstract
A flexible route for the stereoselective synthesis of trisubstituted γ-butyrolactones, namely (+)-blastomycinone and its analogs, is devised by the Sharpless asymmetric epoxidation and the regioselective ring opening reaction with dibutylcopper lithium as the key steps to introduce the requisite alkyl chain.
Key words
(+)-blastomycinone - (-)-3-epi-blastomycinone - Sharpless asymmetric epoxidation - dibutylcopper lithium - Wittig olefination
IICT Communication No. 040203.
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IICT Communication No. 040203.