Synthesis of 2,3-disubstituted pyrrolidines by intramolecular addition of α-aminoalkyl radicals to electron deficient C=C bonds

被引:41
作者
Aurrecoechea, JM [1 ]
Fernández, A [1 ]
Gorgojo, JM [1 ]
Saornil, C [1 ]
机构
[1] Univ Basque Country, Fac Ciencias, Dept Quim Organ, E-48080 Bilbao, Spain
关键词
cyclization; pyrrolidines; radicals; samarium;
D O I
10.1016/S0040-4020(99)00359-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2,3-Disubstituted pyrrolidines are prepared by SmI2-pranoted cyclization of alpha-amino radicals generated from N-(alpha-benzotriazolylalkyl)alkenylamines containing a C=C bond activated by an electron withdrawing substituent. The diastereoselectivity of cyclization is moderate and depends on the nature of the substituent at the pyrrolidine 2-position. (C) 1999 Elsevier Science Ltd. All rights reserved.
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页码:7345 / 7362
页数:18
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