The first reagent-controlled asymmetric halolactonizations. Dihydroquinidine-halogen complexes as chiral sources of positive halogen ion

被引：69

作者：

Grossman, RB ^{[1
]}

Trupp, RJ ^{[1
]}

机构：

[1] Univ Kentucky, Dept Chem, Lexington, KY 40506 USA

来源：

CANADIAN JOURNAL OF CHEMISTRY | 1998年 / 76卷 / 09期

关键词：

halocyclization; halogenation; halonium ions; chiral; stereoselective;

D O I：

10.1139/cjc-76-9-1233

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first reagent-controlled asymmetric halolactonizations are described. Complexes of I+ with O-acyl- and O-aryldihydroquinidines are used to promote the asymmetric halolactonization of prochiral gamma,delta-unsaturated carboxylic acids with low but measurable and reproducible enantioselectivity. Experimental factors affecting the ee's are described.

引用

页码：1233 / 1237

页数：5

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[2]

BARTLETT PA, 1984, ASYMMETRIC SYNTHESIS, V3

[3]

BELLUCCI G, 1986, GAZZ CHIM ITAL, V116, P77

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