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期刊论文

Enantioselective Total Synthesis and Structure Revision of Spirodihydrobenzofuranlactam 1. Total Synthesis of Stachybotrylactam

邓卫平Andrew S. Kende* Wei-Ping Deng Min Zhong and Xiao-Chuan Guo

Org. Lett., Vol. 5, No.10, 2003,-0001,():

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摘要/描述

The enantioselective total synthesis and structure revision of spirodihydrobenzofuranlactam 1 and of its regioisomer 25 are presented. Optically pure (+)-Wieland-Miescher ketone was utilized to construct the AB bicyclic core in 10 steps. Introduction of the resorcylate D-ring unit was achieved by use of our tert-butyl ester metalation sequence. Subsequent stereoselective spirocyclization to form the C-ring was followed by regioselective ring cyanation and lactam formation to produce the pentacyclic structure 1 and its regioisomer 25.

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