Diastereoselectivity control in the zirconocene-mediated ring contraction of 4-vinylfuranosides to enantiopure multiply functionalized cyclobutanes

被引：34

作者：

Paquette, LA ^{[1
]}

Cunière, N ^{[1
]}

机构：

[1] Ohio State Univ, Evans Chem Labs, Columbus, OH 43210 USA

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 11期

关键词：

D O I：

10.1021/ol020063h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The ring contraction induced by treatment of 4-vinylfuranosides with zirconocene in the presence of boron trifluoride etherate can be rendered highly diastereoselective by proper adjustment of substituent stereochemistry, The two competing transition states that are seemingly involved appear to be usefully sensitive to nonbonded steric interactions.

引用

页码：1927 / 1929

页数：3

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