Asymmetric Construction of Three Contiguous Stereogenic Centers by Conjugate Addition-Alkylation of Lithium Ester Enolate

作者:Yamamoto Yasutomo; Yasuda Yorinobu; Nasu Hiroyuki; Tomioka Kiyoshi*
来源:Organic Letters, 2009, 11(9): 2007-2009.
DOI:10.1021/ol900447n

摘要

A chiral ligand- and lithium amide-assisted asymmetric conjugate addition of lithium enolate of propionate to cyclopentenecarboxylate gave the corresponding lithium enolate, whose allylation gave the key intermediate of the marine alkaloid halichlorine as a single diastereomer with moderate enantioselectivity.

  • 出版日期2009-5-7