EPOXIDATION WITH DIOXIRANES DERIVED FROM 2-FLUORO-2-SUBSTITUTED-1-TETRALONES AND 2-FLUORO-2-SUBSTITUTED-1-INDANONES

被引:104
作者
BROWN, DS
MARPLES, BA
SMITH, P
WALTON, L
机构
[1] LOUGHBOROUGH UNIV TECHNOL,DEPT CHEM,LOUGHBOROUGH LE11 3TU,LEICS,ENGLAND
[2] SMITHKLINE BEECHAM PHARMACEUT,HARLOW,ESSEX,ENGLAND
关键词
D O I
10.1016/0040-4020(95)00075-J
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Homochiral 2-fluoro-2-substituted-1-tetralones (10a, 10b, 13) and ethyl 2-fluoro-1-indanone-2-carboxylate (16) have been isolated. The dioxirane derivatives of these ketones have been prepared in situ, and have been shown to epoxidise alkenes but not enantioselectively. The dioxirane derivative of methyl 2,5,7-trifluoro-1-indanone-2-carboxylate (18) has been shown to be comparatively efficient in epoxidation.
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页码:3587 / 3606
页数:20
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