Enantioselective allylation of ketone-derived benzoylhydrazones: Practical synthesis of tertiary carbinarnines

被引:113
作者
Berger, R [1 ]
Duff, K [1 ]
Leighton, JL [1 ]
机构
[1] Columbia Univ, Dept Chem, New York, NY 10027 USA
关键词
D O I
10.1021/ja0486418
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly practical method for the enantioselective allylation of ketone-derived benzoylhydrazones has been developed. The previously reported strained silacycle reagent 1 reacts with a wide variety of benzoylhydrazones to give the hydrazide products with good to excellent enantioselectivity (84-97% ee). A mechanism in which the acylhydrazone becomes caovalently attached to the silane has been established. Copyright © 2003 American Chemical Society.
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页码:5686 / 5687
页数:2
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