Stereoselective route to oxetanocin carbocyclic analogues based on a [2+2] photocycloaddition to a chiral 2(5H)-furanone

被引：36

作者：

Rustullet, Albert ^{[1
]}

Alibes, Ramon ^{[1
]}

de March, Pedro ^{[1
]}

Figueredo, Marta ^{[1
]}

Font, Josep ^{[1
]}

机构：

[1] Univ Autonoma Barcelona, Dept Quim, E-08193 Bellaterra, Spain

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 15期

关键词：

D O I：

10.1021/ol0710616

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of the trisubstituted cyclobutane 7, which is a suitable precursor for the preparation of oxetanocin carbocyclic analogues, is described. The key step involves a regio- and diastereoselective [2 + 2] photochemical reaction of ketene diethyl acetal with (S)-5-pivaloyloxymethyl-2(5H)-furanone, 3. As an application of this methodology, (-)-cyclobut-A has been prepared from the intermediate 7.

引用

页码：2827 / 2830

页数：4

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