Synthesis 2007(24): 3886-3890  
DOI: 10.1055/s-2007-990928
PAPER
© Georg Thieme Verlag Stuttgart · New York

Enantioselective Total Synthesis of the Antifungal Agent (6S)-5,6-Dihydro-6-[(2R)-2-hydroxy-6-phenylhexyl]-2H-pyran-2-one [1]

Gowravaram Sabitha*, Chitti Srinivas, Kadari Sudhakar, Manne Rajkumar, Chittapragada Maruthi, Jhillu S. Yadav
Organic Division I, Indian Institute of Chemical Technology, Hyderabad 500 007, India
Fax: +91(40)27160512; e-Mail: sabitha@iictnet.org;
Further Information

Publication History

Received 29 May 2007
Publication Date:
28 November 2007 (online)

Abstract

An enantioselective route for the synthesis of (6S)-5,6-dihydro-6-[(2R)-2-hydroxy-6-phenylhexyl]-2H-pyran-2-one is reported. The synthesis is based on epoxide ring opening with a Grignard reagent and stereoselective reduction employing catecholborane as key reactions.

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IICT Communication No. 061205

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IICT Communication No. 061205