Synthesis of Substituted Acetylenic Epoxides Followed by Indium-Catalyzed Rearrangement to 2,3,5-Trisubstituted Furans

被引:20
|
作者
Kong, Jun Yong [1 ]
Connell, Brian T. [1 ]
机构
[1] Texas A&M Univ, Dept Chem, College Stn, TX 77842 USA
来源
JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 76卷 / 07期
关键词
ELECTRON-TRANSFER PROCESSES; ALPHA-HALO KETONES; ALKYNYL EPOXIDES; NUCLEOPHILES;
D O I
10.1021/jo2001353
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Syntheses of various aromatic and aliphatic 2,3,5-trisubstituted furans from acetylenic epoxides are described. These epoxides are directly prepared by nudeophilic ring closure of propargylic alkoiddes generated by lithium acetylide addition to alpha-haloketones.
引用
收藏
页码:2379 / 2383
页数:5
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