Diastereomeric control of photoinduced Diels-Alder reactions of 1-anthracen-9-yl-ethanol by hydrogen-bonding effects

被引：34

作者：

Atherton, JCC ^{[1
]}

Jones, S ^{[1
]}

机构：

[1] Univ Newcastle Upon Tyne, Dept Chem, Newcastle Upon Tyne NE1 7RU, Tyne & Wear, England

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 46期

关键词：

anthracene; auxiliary; diastereocontrol; Diels-Alder; hydrogen bonding; photochemistry;

D O I：

10.1016/S0040-4039(01)01742-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Photoinduced Diels-Alder reactions of 1-anthracen-9-yl-ethanol with maleic anhydride proceed with high diastereoselection but with complete reversal of the sense of selectivity compared to analogous O compound, Hydrogen-bonding effects have been established as the predominant factors in determining this selectivity. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：8239 / 8241

页数：3

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