Tetrahedron Letters

Asymmetric dihydroxylation of primary allylic halides and a concise synthesis of (−)-diepoxybutane

KPM Vanhessche, ZM Wang, KB Sharpless

文献索引：Vanhessche, Koen P. M.; Wang, Zhi-Min; Sharpless, K. Barry Tetrahedron Letters, 1994 , vol. 35, # 21 p. 3469 - 3472

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被引用次数: 59

摘要

Abstract The 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.