Synthesis of the cyclodepsipeptide nordidemnin B, a cytotoxic minor product isolated from the sea tunicate Trididemnum cyanophorum

…, J Poncet, MN Dufour, A Pantaloni…

Index: Jouin; Poncet; Dufour; Pantaloni; Castro Journal of Organic Chemistry, 1989 , vol. 54, # 3 p. 617 - 627

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Citation Number: 70

Abstract

Nordidemnin B (3), a cyclodepsipeptide isolated from a sea tunicate, was prepared by following a segment strategy which will permit further structural modifications. The non- proteinogenic D-Val-+(CHOH)-Gly-HIP subunit was elaborated sequentially by using a P- keto ester preparation via lithium enolate condensation with 2-acyl-3, 5-dioxo-4-methyl-l, 2, 4-oxadiazolidine (acyl-MODD) derivatives. Isopropenyl chlorocarbonate activation was ...