A highly stereoselective synthesis of optically active trisubstituted 1,2-ethylenediamines:: The first example of Grignard addition to N-diphenylphosphinoyl ketimines derived from amino acids

被引:14
作者
Kohmura, Y [1 ]
Mase, T [1 ]
机构
[1] Banyu Pharmaceut Co, Labs Technol Dev, Proc Res, Proc R&D, Okazaki, Aichi 4440858, Japan
关键词
D O I
10.1021/jo049405i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The efficient synthesis of optically active trisubstituted 1,2-ethylenediamines is described. Addition of aryl and/or alkyl Grignard reagents to a-amino N-diphenylphosphinoyl ketimines derived from a-amino acids was demonstrated to afford the desired trisubstituted 1,2-ethylenediamines in good yields and with high diastereoselectivities. Subsequent removal of the diphenyphosphinoyl group from the adduct was smoothly accomplished in reasonable yield without racemization under newly developed reductive conditions.
引用
收藏
页码:6329 / 6334
页数:6
相关论文
共 32 条