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迈向多功能烯丙基化试剂:使用张力硅环对酰腙进行实用的对映选择性烯丙基化反应

Toward a versatile allylation reagent: practical, enantioselective allylation of acylhydrazones using strained silacycles.

作者信息

Berger Richard, Rabbat Philippe M A, Leighton James L

机构信息

Department of Chemistry, Columbia University, New York, New York 10027, USA.

出版信息

J Am Chem Soc. 2003 Aug 13;125(32):9596-7. doi: 10.1021/ja035001g.

Abstract

A highly practical method for the enantioselective allylation of acylhydrazones has been developed. The previously reported strained silacycle reagent 1 reacts with a wide variety of acylhydrazones to give the hydrazide products with good enantioselectivity (83-89% ee, typically). It has been demonstrated that the products may be isolated without chromatography by recrystallization in >/=98% ee.

摘要

已开发出一种用于酰腙对映选择性烯丙基化的高度实用方法。先前报道的张力硅杂环试剂1与多种酰腙反应,以良好的对映选择性(通常为83 - 89% ee)得到酰肼产物。已证明,通过重结晶可在对映体过量率≥98%的情况下无需柱色谱法分离产物。

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