Enantioselective total synthesis of ecteinascidin 743

EJ Corey, DY Gin, RS Kania

Index: Corey; Gin, David Y.; Kania, Robert S. Journal of the American Chemical Society, 1996 , vol. 118, # 38 p. 9202 - 9203

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Citation Number: 348

Abstract

Described herein is the first total synthesis of ecteinascidin 743 (1), 1 an exceedingly potent and rare marine-derived antitumor agent which is slated for clinical trials when adequate quantities become available. 2, 3 The synthesis is enantio-and stereocontrolled, convergent and short (Scheme 1). The R, β-unsaturated malonic ester 2, prepared as a mixture of E and Z isomers from 2-(benzyloxy)-3-methyl-4, 5-(methylenedioxy) benzaldehyde4a and allyl 2, ...