A MODIFICATION OF THE HIYAMA REACTION - SYNTHESIS OF HOMO ALLYLIC AMINES FROM IMINES AND ALLYLIC BROMIDES IN THE PRESENCE OF CRCL2

被引：43

作者：

GIAMMARUCO, M ^{[1
]}

TADDEI, M ^{[1
]}

ULIVI, P ^{[1
]}

机构：

[1] UNIV FLORENCE,DIPARTIMENTO CHIM ORGAN UGO SCHIFF,VIA G CAPPONI 9,I-50121 FLORENCE,ITALY

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 22期

关键词：

D O I：

10.1016/S0040-4039(00)73656-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Arylic and alkylic imines, activated with BF3.OEt2 react with different allylic bromides in the presence of CrCl2 to give the corresponding homo allylic amines. The reaction can be performed in a single step starting from the aldehyde and the amine, in the presence of molecular sieves (4 angstrom), in a sort of amino-allylation of aldehydes. With the imine derived from benzaldehyde and (S)-valine a good diastereomeric excess (86%) is obtained.

引用

页码：3635 / 3638

页数：4

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