C2-symmetric Cu(II) complexes as chiral Lewis acids.: Catalytic, enantioselective cycloadditions of silyl ketenes

被引：82

作者：

Evans, DA ^{[1
]}

Janey, JM ^{[1
]}

机构：

[1] Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 13期

关键词：

D O I：

10.1021/ol016096z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] C-2-Symmetric bis(oxazoline)-Cu(II) complexes (4a-g) catalyze the enantioselective [2 + 2] cycloaddition between (silyl)ketenes and chelating carbonyl substrates, A range of substituted B-lactones can be produced in excellent yields and selectivities. It was also found that (trimethylsilyl)ketene (1) may also undergo a highly selective hetero Diels-Alder reaction with beta,gamma -unsaturated alpha -keto esters.

引用

页码：2125 / 2128

页数：4

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