[1,3] and [3,3] rearrangements of 3-amino-1,5-hexadienes: Solvent effect on the regioselectivity

被引：12

作者：

Dobson, HK ^{[1
]}

LeBlanc, R ^{[1
]}

Perrier, H ^{[1
]}

Stephenson, C ^{[1
]}

Welch, TR ^{[1
]}

Macdonald, D ^{[1
]}

机构：

[1] Merck Frosst Canada Inc, Merck Frosst Ctr Therapeut Res, Pointe Claire, PQ H9R 4P8, Canada

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 16期

关键词：

aldehydes; amines; dienes; imines; rearrangements; thioethers;

D O I：

10.1016/S0040-4039(99)00455-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3-Amino-1,5-Hexadienes rearrange under anionic conditions to give a [1,3] product in addition to the [3,3] (Cope) product. With some substrates the regioselectivity of the reaction is strongly influenced by the solvent polarity. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

引用

页码：3119 / 3122

页数：4

共 5 条

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[4]

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[5] New paradigm for anionic heteroatom cope rearrangements [J].

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Scialdone, MA ;

Meyers, AI .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (01) :205-206

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