SYNTHESIS OF FURANS BY AG(I)-PROMOTED CYCLIZATION OF ALLENYL KETONES AND ALDEHYDES

被引：209

作者：

MARSHALL, JA

WANG, XJ

机构：

[1] Department of Chemistry, The University of South Carolina, Columbia

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 03期

关键词：

D O I：

10.1021/jo00003a013

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of conjugated allenones (11b, 12b, 13c; 18a; 18b; 19b, 20b, AB, and 27d) were prepared by [2,3] Wittig rearrangement of (propargyloxy) acetic acids or [(progargyloxy)methy]stannanes followed by oxidation of the resultant allenylcarbinols. These allenones were readily cyclized to 2,3,5-trisubstituted furans upon treatment with AgNO3-CaCO3 in aqueous acetone. Under these conditions 2-(hydroxymethyl)-3,5-dialkylfurans self-condensed to give 2,2'-difurylmethanes.

引用

页码：960 / 969

页数：10

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