Intramolecular hydroamination of conjugated enynes

被引:14
|
作者
Zhang, Wen [1 ]
Werness, Jenny B. [2 ]
Tang, Weiping [1 ]
机构
[1] Univ Wisconsin, Sch Pharm, Madison, WI 53705 USA
[2] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
关键词
CATALYZED INTERMOLECULAR HYDROAMINATION; ANTI-MARKOVNIKOV-FUNCTIONALIZATIONS; ENANTIOSELECTIVE TOTAL-SYNTHESIS; ASYMMETRIC-SYNTHESIS; UNACTIVATED ALKENES; ORGANOLANTHANIDE COMPLEXES; UNSATURATED-COMPOUNDS; HINDERED ALKENES; ARISARUM-VULGARE; AROMATIC OLEFINS;
D O I
10.1016/j.tet.2008.09.045
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An intramolecular hydroamination of conjugated enyne was developed using commercially available n-BuLi as a precatalyst. This hydroamination reaction led to products with allene and pyrrolidine functional groups. One of the enyne hydroamination products Was successfully converted to natural products irniine and irnidine in three steps. The scope and mechanism of the enyne hydroamination are also discussed. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3090 / 3095
页数:6
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