Chemical Communications

The first enantioselective synthesis of cytotoxic marine natural product palau'imide and assignment of its C-20 stereochemistry

HQ Lan, YP Ruan, PQ Huang

Index: Lan, Hong-Qiao; Ruan, Yuan-Ping; Huang, Pei-Qiang Chemical Communications, 2010 , vol. 46, # 29 p. 5319 - 5321

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Citation Number: 11

Abstract

Methyl tetramate derivative 6 has been developed as a new building block for the flexible and racemization-free synthesis of methyl 5-benzyl-3-methyltetramate via alkylation, and used in the first asymmetric synthesis of palau'imide (1). This allowed the establishment of the hitherto unknown stereochemistry at the C-20 of palau'imide as S.