Synthesis 2007(8): 1175-1178  
DOI: 10.1055/s-2007-965979
PAPER
© Georg Thieme Verlag Stuttgart · New York

Stereoselective Synthesis of a Key Intermediate of (-)-Apicularen A

J. S. Yadav*, N. Niranjan Kumar, A. R. Prasad
Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500007, India
Fax: +91(40)27160512; e-Mail: yadavpub@iict.res.in;
Further Information

Publication History

Received 3 January 2007
Publication Date:
12 March 2007 (online)

Abstract

Progress towards the stereoselective formal synthesis of (-)-apicularen A is described. The convergent approach involves the assembly of aliphatic and aromatic fragments via Grubbs’s cross metathesis. Other key reactions in the strategy include Sharpless asymmetric epoxidation, Evans’s protocol for the generation of syn 1,3-diol systems and stereoselective reduction.