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

J. S. Yadav; N. Niranjan Kumar; A. R. Prasad

doi:10.1055/s-2007-965979

PAPER

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;

Abstract

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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.

Key Words

apicularen A - antitumor - Grubbs’s cross metathesis - Evans’s protocol

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