Zn(II)/amine-catalyzed coupling reaction of alkylidenemalonates with propargyl alcohol: A one-pot synthesis of methylenetetrahydrofurans

被引：59
作者：
Nakamura, M [1 ]
Liang, CG
Nakamura, E
机构：
[1] Univ Tokyo, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
[2] Japan Sci & Technol Agcy, PRESTO, Saitama 3320012, Japan
来源：
ORGANIC LETTERS | 2004年 / 6卷 / 12期
关键词：
D O I：
10.1021/ol0493554
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A metal-catalyzed tandem 1,4-addition/cyclization between propargyl alcohol and a Michael acceptor, such as alkylidene malonate, has been developed. In the presence of catalytic amounts of zinc triflate [Zn(OTf)(2)] and triethylamine (Et3N), various 2-alkylidene-1,3-dicarbonyl compounds reacted with propargyl alcohol to give 3- or 4-methylene tetrahydrofurans in excellent yields.
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页码：2015 / 2017
页数：3
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