Studies toward the Total Synthesis of (-)-Dictyostatin: Stereoselective Preparation­ of the C1-C10 Fragment

Vobbalareddy Saibaba; Alwar Sampath; Khagga Mukkanti; Javed Iqbal; Parthasarathi Das

doi:10.1055/s-2007-983871

PAPER

Studies toward the Total Synthesis of (-)-Dictyostatin: Stereoselective Preparation of the C1-C10 Fragment [1]

Vobbalareddy Saibaba^a,b, Alwar Sampath^a, Khagga Mukkanti^b, Javed Iqbal^a, Parthasarathi Das*^a
^a Discovery Research, Dr. Reddy’s Laboratories Ltd., Bollaram Road, Miyapur, Hyderabad 500049, AP, India
Fax: +91(40)23045438; e-Mail: parthasarathi@drreddys.com;
^b Chemistry Division, Institute of Science & Technology, JNT University, Kukatpally, Hyderabad 500072, AP, India

Abstract

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Abstract

The efficient synthesis of the C1-C10 fragment of (-)-dictyostatin has been achieved by Evans-Tischenko reduction of a β-hydroxy ketone, followed by cross metathesis and Z-olefination. The β-hydroxy ketone is easily synthesized diastereoselectively by allylation and dihydroxylation of an alcohol.

Key words

diastereoselectivity - Evans-Tischenko reduction - β-hydroxy ketones - Wittig olefination - cross metathesis

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Referenzen

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Studies toward the Total Synthesis of (-)-Dictyostatin: Stereoselective Preparation­ of the C1-C10 Fragment [1]

Studies toward the Total Synthesis of (-)-Dictyostatin: Stereoselective Preparation of the C1-C10 Fragment [1]