Amine-catalyzed coupling of aldehydes and ketenes derived from Fischer carbene complexes:: Formation of β-lactones and enol ethers

被引：14

作者：

Merlic, CA ^{[1
]}

Doroh, BC ^{[1
]}

机构：

[1] Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 68卷 / 15期

关键词：

D O I：

10.1021/jo034476n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Aldehydes react with ketenes generated from photolysis of Fischer chromium carbene complexes to generate either beta-lactones or enol ethers resulting from decarboxylation of beta-lactones. The reaction is catalyzed by tertiary amines and can occur with diastereoselectivity greater than 20:1 with DMAP as the catalyst.

引用

页码：6056 / 6059

页数：4

共 6 条

[1] A synthesis of α-lithiated enol ethers from α-arenesulfinyl enol ethers:: Ni(0)- and Pd(0)-catalysed coupling of enol triflates and phosphates derived from lactones with sodium arenethiolates gives α-arenesulfanyl enol ethers
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[2] Tin- and germanium-substituted enol ethers from Fischer carbene complexes and group 14 vinyl derivatives
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