A Flexible Asymmetric Approach to Methyl 5??Alkyltetramates and Its Application in the Synthesis of Cytotoxic Marine Natural Product Belamide A

HQ Lan, JL Ye, AE Wang, YP Ruan…

Index: Lan, Hong-Qiao; Ye, Jian-Liang; Wang, Ai-E; Ruan, Yuan-Ping; Huang, Pei-Qiang Chemistry - A European Journal, 2011 , vol. 17, # 3 p. 958 - 968

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Citation Number: 11

Abstract

Abstract By using a methyl tetramate derivative (R)-or (S)-9 as a novel chiral building block, a direct, flexible, and highly enantioselective approach to methyl (R)-or (S)-5-alkyltetramates (2) is disclosed. Among the synthesized methyl 5-alkyltetramates 2, methyl 5- methyltetramate (2 a) is found in cytotoxic mirabimide E (4) and dysideapyrrolidone (5), and methyl 5-benzyltetramate (2 g) is a substructure in the potent antineoplastic dolastatin 15 ( ...