ACID-CATALYZED INTRAMOLECULAR DIELS-ALDER REACTIONS IN LITHIUM PERCHLORATE-DIETHYL ETHER - ENHANCED REACTION-RATES AND DIASTEREOSELECTIVITY

被引：40

作者：

GRIECO, PA

HANDY, ST

BECK, JP

机构：

[1] Ernest E. Campaigne and Marvin Carmack Laboratory, Organic Chemistry Department of Chemistry, Indiana University Bloomington

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 17期

关键词：

D O I：

10.1016/S0040-4039(00)77000-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The addition of 1.0-10 mol% of camphorsulfonic acid to 5.0 M lithium perchlorate in diethyl ether dramatically accelerates intramolecular Diels-Alder reactions and enhances the endo-exo selectivity.

引用

页码：2663 / 2666

页数：4

共 13 条

[11] INTRAMOLECULAR DIELS-ALDER REACTION OF SELENOALDEHYDES
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[J]. TETRAHEDRON LETTERS, 1988, 29 (52) : 6965 - 6968
[12] LIBF4 - A MILD LEWIS ACID FOR INTRAMOLECULAR DIELS-ALDER REACTIONS
SMITH, DA
HOUK, KN
[J]. TETRAHEDRON LETTERS, 1991, 32 (12) : 1549 - 1552
[13] STEREOSELECTIVITIES OF THERMAL AND LEWIS ACID-CATALYZED INTRAMOLECULAR DIELS-ALDER REACTIONS OF INTERNALLY ACTIVATED DIENOPHILES TO FORM 5-11 MEMBERED RINGS
SMITH, DA
SAKAN, K
HOUK, KN
[J]. TETRAHEDRON LETTERS, 1986, 27 (40) : 4877 - 4880

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