Double [3+2] cycloaddition of nitrile oxides with allenoates: Synthesis of spirobidihydroisoxazoles

被引：8
|
作者：
Sun, Wei [1 ]
Jiang, Feng [1 ]
Liu, Honglei [1 ]
Gao, Xing [1 ]
Jia, Hao [1 ]
Zhang, Cheng [1 ]
Guo, Hongchao [1 ]
机构：
[1] China Agr Univ, Dept Appl Chem, Beijing 100193, Peoples R China
来源：
CHINESE CHEMICAL LETTERS | 2019年 / 30卷 / 02期
基金：
中国国家自然科学基金;
关键词：
Cycloaddition; Allenoate; Nitrile oxide; Spirocyclic heterocyle; C; N-CYCLIC AZOMETHINE IMINES; BAYLIS-HILLMAN CARBONATES; PHOSPHINE-CATALYZED 3+2; 1,3-DIPOLAR CYCLOADDITION; ENANTIOSELECTIVE SYNTHESIS; STEREOCONTROLLED SYNTHESIS; DIPOLAR CYCLOADDITIONS; NATURAL-PRODUCTS; ISOXAZOLE RING; ANNULATION;
D O I：
10.1016/j.cclet.2018.04.024
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The double [3 +2] cycloaddition of allenoates with nitrile oxides is presented. The reaction worked well under mild reaction conditions to give the spirobidihydroisoxazole in moderate to excellent yields with excellent diastereoselectivities. The two dihydroisoxazole rings have been formed via a sequential double [3 + 2] cycloaddition. (C) 2018 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码：363 / 366
页数：4
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