Ni(II) Tol-BINAP-catalyzed enantioselective Michael reactions of β-ketoesters and unsaturated N-acylthiazolidinethiones

被引:60
作者
Evans, DA [1 ]
Thomson, RJ [1 ]
Franco, F [1 ]
机构
[1] Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
关键词
D O I
10.1021/ja053820q
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The enantioselective addition of β-ketoesters to unsaturated N-acylthiazolidinethiones catalyzed by Ni(II) Tol-BINAP Lewis acid complexes is reported. Notable features of this reaction are its operation simplicity, the obviated need for the addition of an external base, and the ease with which the adducts are converted into a range of potentially useful derivatives. In particular, the dihydropyrone adducts are versatile scaffolds for further stereoselective elaboration. Copyright © 2005 American Chemical Society.
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页码:10816 / 10817
页数:2
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