A facile synthesis of highly functionalized dihydrofurans based on 1,4-diazabicyclo[2.2.2]octane (DABCO) catalyzed reaction of halides with enones

被引：72
作者：
Yang, ZJ
Fan, MJ
Mu, RZ
Liu, WM
Liang, YM [1 ]
机构：
[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
[2] Chinese Acad Sci, Lanzhou Inst Chem Phys, Lanzhou 730000, Peoples R China
来源：
TETRAHEDRON | 2005年 / 61卷 / 38期
关键词：
DABCO; ylides; enones; dihydrofurans; furans;
D O I：
10.1016/j.tet.2005.07.009
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Treatment of halides 5 with electrophilic alkenes 2 afforded the corresponding dihydrofurans 3 and 4 in the presence of 1, 4-diazabicyclo[2.2.2]octane (DABCO) with good to excellent yields and in a stereoselective manner in most cases. Moreover, the stereoisomers 3 and 4 could be easily transformed each other in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码：9140 / 9146
页数：7
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