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
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
收藏
页码:1233 / 1237
页数:5
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