Regiochemical aspects of intramolecular cycloadditions of nitrones derived from N-(2-alkenyl)-2-pyrrolecarbaldehydes.: Competitive entries to pyrrolizidine and indolizidine derivatives

被引：26

作者：

Broggini, G

La Rosa, C

Pilati, T

Terraneo, A

Zecchi, G

机构：

[1] Univ Insubria, Dipartimento Sci Chim, I-22100 Como, Italy

[2] Univ Milan, Fac Farm, Ist Chim Organ, I-20133 Milan, Italy

[3] Ctr CNR Relaz Struttura & Reattiv Chim, I-20133 Milan, Italy

[4] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy

来源：

TETRAHEDRON | 2001年 / 57卷 / 39期

关键词：

regioselection; nitrones; pyrrolizidines; indolizidines; intramolecular cycloaddition;

D O I：

10.1016/S0040-4020(01)00785-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Intramolecular cycloadditions of unsaturated nitrones derived from a series of N-(2-alkenyl)-2-pyrrolecarbaldehydes (2) have been systematically studied. A pronounced substituent effect has been observed as far as the competitive formation of fused- and bridged-ring regioisomers arc concerned. Further elaboration of the two kinds of cycloadducts has given pyrrolizidine and indolizidine derivatives, respectively. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：8323 / 8332

页数：10

共 33 条

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