Catalytic asymmetric allylation of hydrazono esters in aqueous media by using ZnF2-chiral diamine

被引：95

作者：

Hamada, T ^{[1
]}

Manabe, K ^{[1
]}

Kobayashi, S ^{[1
]}

机构：

[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2003年 / 42卷 / 33期

关键词：

allylation; asymmetric synthesis; fluorides; zinc;

D O I：

10.1002/anie.200351778

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Chiral homoallylic hydrazines are synthesized by catalytic asymmetric allylation of acylhydrazono esters with allyltrimethoxysilane by using a chiral Zn catalyst (see picture). The reactions proceed smoothly in aqueous media to give the allylated products in good to high yields and selectivities. Water played an essential role in this reaction, and this is the first example of catalytic asymmetric allylation of C=N bonds in aqueous media. R1 = Me, Et; R2 = p-C6H4OMe, p-C6H 4OEt; R3 = H, Me, Ph.

引用

页码：3927 / 3930

页数：4

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