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
来源：
TETRAHEDRON | 1999年 / 55卷 / 50期
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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