Design and synthesis of new chiral pyridine–phosphite ligands for the copper-catalyzed enantioselective conjugate addition of diethylzinc to acyclic enones

…, H Huang, W Mo, X Fan, Z Shen, Z Shen, N Sun…

Index: Xie, Yinjun; Huang, Hanmin; Mo, Weimin; Fan, Xiangqun; Shen, Zhiqiang; Shen, Zhenlu; Sun, Nan; Hu, Baoxiang; Hu, Xinquan Tetrahedron Asymmetry, 2009 , vol. 20, # 12 p. 1425 - 1432

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Citation Number: 32

Abstract

A series of new chiral pyridine–phosphite ligands have been prepared from (R)-pyridyl alcohols and BINOL-derived chlorophosphite, and successfully employed in the copper- catalyzed enantioselective conjugate addition of diethylzinc to acyclic enones. Using the simple and inexpensive CuBr2 as a precursor, the enantioselective additions to various substituted acyclic enones afforded products in high yields and good enantioselectivities ( ...