Stereoselective Diels-Alder reactions of hexachlorocyclopentadiene with chiral alkenes: New insights into the ''inside-alkoxy'' model of stereoselectivity

被引：22

作者：

Haller, J ^{[1
]}

Niwayama, S ^{[1
]}

Duh, HY ^{[1
]}

Houk, KN ^{[1
]}

机构：

[1] UNIV CALIF LOS ANGELES,DEPT CHEM & BIOCHEM,LOS ANGELES,CA 90095

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1997年 / 62卷 / 17期

关键词：

D O I：

10.1021/jo970161u

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Hexachlorocyclopentadiene undergoes Diels-Alder reactions with dienophiles possessing allylic chiral centers with moderate to excellent anti selectivity. Ab initio calculations on model systems elucidate the origin of this stereoselectivity which follow the ''inside-alkoxy'' model.

引用

页码：5728 / 5731

页数：4

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