Diastereoselective Rh-mediated construction of 2,3,5-trisubstituted tetrahydrofurans

被引：49

作者：

Taber, DF

Song, Y

机构：

[1] Dept. of Chemistry and Biochemistry, University of Delaware, Newark

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1996年 / 61卷 / 19期

关键词：

D O I：

10.1021/jo960758u

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Dirhodium(II) carboxylate catalyzed cyclization of a series of gamma-alkoxy-alpha-diazo esters 1 has been shown to proceed with substantial diastereoselectivity, producing the 2,3,5-trisubstituted tetrahydrofurans 2 and 3. The diastereoselectivity of the cyclization improved as the electron-withdrawing ability of the substituent R increased. A mechanistic hypothesis is presented.

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页码：6706 / 6712

页数：7

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