Synthesis 2006(22): 3888-3894  
DOI: 10.1055/s-2006-950325
PAPER
© Georg Thieme Verlag Stuttgart · New York

A Chiron Approach to (-)-Tetrahydrolipstatin

J. S. Yadav*, K.Vishweshwar Rao, A. R. Prasad
Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500007, India
Fax: +91(40)27160387; e-Mail: yadavpub@iict.res.in;
Further Information

Publication History

Received 28 June 2006
Publication Date:
20 October 2006 (online)

Abstract

An efficient chiron approach to the total synthesis of (-)-tetrahydrolipstatin is described. The main features of the synthetic strategy, which starts from tri-O-acetyl-d-glucal, are copper-mediated­ C-C bond formation, Frater alkylation, and Barton-McCombie­ deoxygenation.