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Synthesis 2011(9): 1484-1488  
DOI: 10.1055/s-0030-1259967
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Stereoselective Synthesis of the C1-C11 Tetrahydropyran Core Unit of (+)-Zincophorin

Gowravaram Sabitha*, Rangavajjula Srinivas, Jhillu S. Yadav¹
Division of Organic Chemistry, Indian Institute of Chemical Technology (CSIR), Hyderabad 500 607, India
Fax: +91(40)27160512; e-Mail: gowravaramsr@yahoo.com; e-Mail: sabitha@iict.res.in;
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Publication History

Received 18 February 2011
Publication Date:
24 March 2011 (online)

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Abstract

Synthesis of the C1-C11 tetrahydropyran core unit of (+)-zincophorin using a desymmetrization strategy is reported. Horner­-Wadsworth-Emmons (HWE) and Mitsunobu cyclization reactions are the key transformations.

Key words

tetrahydropyran - zincophorin - desymmetrization - Mitsunobu­ cyclization - HWE reaction

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1

Currently a Visiting Professor at King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia.