Lewis Acid Mediated Intramolecular C-C Bond Formation of Alkyne-Epoxide Leading to Six-Membered Nitrogen and Oxygen Heterocycles

被引:20
|
作者
Ghosh, Priya [1 ]
Saha, Pipas [1 ]
Bondalapati, Somasekhar [1 ]
Indukuri, Kiran [1 ]
Saikia, Anil K. [1 ]
机构
[1] Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, India
来源
JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 79卷 / 09期
关键词
STEREOSELECTIVE-SYNTHESIS; CROSS-CYCLIZATION; FACILE SYNTHESIS; PRINS REACTION; BREVETOXIN-B; AZA-PRINS; DERIVATIVES; ENYNES; CARBOCYCLIZATION; CYCLOADDITIONS;
D O I
10.1021/jo402550e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Intramolecular C-C bond formation of oxygen- and nitrogen-tethered alkynes and epoxide mediated by Lewis acid under ambient conditions is described. A simple procedure for the synthesis of 3,6- and 5,6-dihydropyrans and 3,4-dehydropiperidines from acyclic building blocks in good yields without using any transition metal is shown.
引用
收藏
页码:4119 / 4124
页数:6
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