Influence of quaternization or coordination of nitrogen with a Lewis acid upon the diastereoselectivity of 5-exo ring closure of β-aminoalkyl radicals

被引：14

作者：

Bertrand, MP ^{[1
]}

Gastaldi, S ^{[1
]}

Nouguier, R ^{[1
]}

机构：

[1] Fac Sci St Jerome, Lab Chim Mol Organ, UMR 6517, Serv 562, F-13397 Marseille 20, France

来源：

TETRAHEDRON | 1998年 / 54卷 / 42期

关键词：

D O I：

10.1016/S0040-4020(98)00772-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two methodologies, likely to enhance the diastereoselectivity of sulfonyl radical mediated cyclization of dienes 8 and 11, were investigated. Quaternization provided the expected result whatever the nature of the radical accepting. double bond, so did complexation of 11 with BF3 or AlMe3. A more strongly coordinating reagent like BH3 was necessary to improve selectivity in the case of 8. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：12829 / 12840

页数：12

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