Studies toward a Total Synthesis
of Rhizoxin D: Stereoselective Preparation of the C11-C19
Fragment

Srinivas Padakanti; Chetlur Kiran Kumar; Ettam Ashok; Parthasarathi Das

doi:10.1055/s-0029-1216903

PAPER

Studies toward a Total Synthesis of Rhizoxin D: Stereoselective Preparation of the C11-C19 Fragment [¹]

Srinivas Padakanti, Chetlur Kiran Kumar, Ettam Ashok, Parthasarathi Das*
Discovery Research, Dr. Reddy’s Laboratories Ltd., Bollaram Road, Miyapur, Hyderabad 500049, A.P., India
Fax: +91(40)23045438; e-Mail: parthasarathi@drreddys.com; e-Mail: parthads@yahoo.com;

Abstract

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Abstract

The C11-C19 fragment of rhizoxin D was synthesized efficiently and stereoselectively. Stereoselective induction at C13 was achieved by means of the Crimmins protocol, whereas a substrate-controlled lithium aldol reaction gave the desired selectivity at the C17 position.

Key words

acyl thiazolidinone - lithium aldol reaction - Crimmins protocol - rhizoxin D

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