Gold(I)-catalyzed intramolecular enantioselective hydroarylation of allenes with indoles

被引:192
|
作者
Liu, Cong [1 ]
Widenhoefer, Ross A. [1 ]
机构
[1] Duke Univ, French Family Sci Ctr, Durham, NC 27708 USA
关键词
D O I
10.1021/ol070483c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of 2-allenyl indole 4 with a catalytic 1:2 mixture of [(S)-2]Au2Cl2 [(S)-2 = (S)-3,5-tBu-4-MeO-MeOBIPHEP] and AgBF4 in toluene at -10 degrees C for 17 h led to isolation of tetrahydrocarbazole 5 in 88% yield with 92% ee. The protocol was effective for the cyclization of terminally disubstituted allenes and for the formation of seven-membered rings.
引用
收藏
页码:1935 / 1938
页数:4
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