A novel, one-pot ring expansion of cyclobutanones. Syntheses of carbovir and aristeromycin

被引：60

作者：

Brown, B ^{[1
]}

Hegedus, LS ^{[1
]}

机构：

[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2000年 / 65卷 / 06期

关键词：

D O I：

10.1021/jo9919759

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel, one-pot ring-expansion procedure was developed using Me3S(O)I, NaH, and Sc(OTf)(3). The scope and limitations were briefly examined, and a tentative mechanism was proposed. Application of the methodology to known cyclobutanone 1 provided the corresponding cyclopentanone, which was successfully advanced to (+)-carbovir and (+)-aristeromycin.

引用

页码：1865 / 1872

页数：8

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