ENANTIOSELECTIVE ALLYLIC OXIDATION CATALYZED BY CHIRAL BISOXAZOLINE-COPPER COMPLEXES

被引：156
作者：
GOKHALE, AS
MINIDIS, ABE
PFALTZ, A
机构：
[1] UNIV BASEL,INST ORGAN CHEM,CH-4056 BASEL,SWITZERLAND
[2] UNIV BASEL,INST PHARMAZEUT,CH-4051 BASEL,SWITZERLAND
来源：
TETRAHEDRON LETTERS | 1995年 / 36卷 / 11期
关键词：
D O I：
10.1016/0040-4039(95)00140-8
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Copper(I) complexes prepared in situ rom chiral bisoxazolines and Cu(I)OTf have been studied as catalysts for the allylic oxidation of cycloalkenes, Using 5 mol% of catalyst and tert-butyl perbenzoate as oxidant, optically active 2-cycloalkenyl benzoates were obtained in moderate to good yields. The highest enantiomeric excesses, 74% at 23 degrees C and up to 84% at lower temperatures, were observed for cyclopentene and cycloheptene, while cyclohexene gave somewhat lower selectivities ranging between 64-77%ee,
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页码：1831 / 1834
页数：4
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