Diastereocontrolled synthesis of pyrrolidines by nickel promoted tandem cyclization-quenching of aminobromodienes

被引:22
作者
Cancho, Y
Martín, JM
Martínez, M
Llebaria, A
Moretó, JM
Delgado, A
机构
[1] Univ Barcelona, Fac Farm, Farmaceut Chem Lab, E-08028 Barcelona, Spain
[2] CSIC, Cid, Dept Quim Organ Biol, ES-08034 Barcelona, Spain
关键词
D O I
10.1016/S0040-4020(97)10220-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The nickel promoted tandem cyclization-quenching of tethered aminobromodienes has been extended to the synthesis of 2,3,4-trisubstituted pyrrolidines. By a judicious choice of substituents on the starting aminohalodiene, the diastereoselectivity of the process can be efficiently controlled. When a chiral auxiliary on the nitrogen atom is used, enantiomerically enriched pyrrolidines can be obtained after removal of the auxiliary. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1221 / 1232
页数:12
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