An efficient synthesis of 2,3,5-trisubstituted furans from α,β-unsaturated ketones

被引:43
作者
Brown, CD [1 ]
Chong, JM [1 ]
Shen, LX [1 ]
机构
[1] Univ Waterloo, Guelph Waterloo Ctr Grad Work Chem, Dept Chem, Waterloo, ON N2L 3G1, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
furans; alkynes; cyclization; regioselective;
D O I
10.1016/S0040-4020(99)00898-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple, regioselective synthesis of 2,3,5-trisubstituted furans is described. Conjugate addition of alkynylboronates to alpha,beta-unsaturated ketones, followed by acid-catalyzed cyclization of the resulting gamma-alkynyl ketones affords trisubstituted furans in 31-97% overall yields. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:14233 / 14242
页数:10
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