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
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
收藏
页码:3635 / 3638
页数:4
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