Direct asymmetric alpha-hydroxylation of beta-hydroxyketones

被引:15
作者
Lopp, M [1 ]
Paju, A [1 ]
Kanger, T [1 ]
Pehk, T [1 ]
机构
[1] ESTONIAN ACAD SCI,INST CHEM PHYS & BIOPHYS,EE-0026 TALLINN,ESTONIA
关键词
D O I
10.1016/S0040-4039(97)01102-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Direct oxidation of racemic beta-hydroxyketones 1a-c under Sharpless oxidation conditions resulted in the enantiomeric alpha,beta-dihydroxyketones 2a in 97% ee, 2b in 86% ee and 29 in 95% ee respectively, in 37-58% of isolated yield. The oxidation is assumed to proceed via an allylic enolate intermediate. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:5051 / 5054
页数:4
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