Gold(I)-catalyzed enantioselective hydroamination of N-allenyl carbamates

被引：135
|
作者：
Zhang, Zhibin [1 ]
Bender, Christopher F. [1 ]
Widenhoefer, Ross A. [1 ]
机构：
[1] Duke Univ, French Family Sci Ctr, Durham, NC 27708 USA
来源：
ORGANIC LETTERS | 2007年 / 9卷 / 15期
关键词：
D O I：
10.1021/ol071108n
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Treatment of the N-4,5-hexadienyl carbamate 2a with a catalytic 1:2 mixture of [(S)-1]Au2Cl2[(S)-1 = (S)-3,5-t-Bu-4-MeO-MeOBIPHEP] and AgClO4 in m-xylene at -40 degrees C for 24 h led to isolation of 2-vinylpyrrolidine 3a in 97% yield with 81% ee. Gold(I)-catalyzed enantioselective hydroamination was effective for a number of carbamate groups and tolerated terminal disubstitutution of the allenyl moiety.
引用
收藏
页码：2887 / 2889
页数：3
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