ASYMMETRIC DIHYDROXYLATION OF PRIMARY ALLYLIC HALIDES AND A CONCISE SYNTHESIS OF (-)-DIEPOXYBUTANE

被引：73

作者：

VANHESSCHE, KPM ^{[1
]}

WANG, ZM ^{[1
]}

SHARPLESS, KB ^{[1
]}

机构：

[1] Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 21期

关键词：

D O I：

10.1016/S0040-4039(00)73212-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Tire asymmetric dihydroxylation (AD) of primary allylic halides is described. Enantiomeric excesses range from 40 to 98%. Subsequent base treatment gives epoxy alcohols in high yields. This strategy is further illustrated by the synthesis of (-)-diepoxybutane, an important C-4-chiral building block.

引用

页码：3469 / 3472

页数：4

共 9 条

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