Catalytic Asymmetric Cycloadditions of Silyl Nitronates Bearing α-Aryl Group

被引：24
|
作者：
Jiang, Minghui [1 ]
Feng, Lifei [1 ]
Feng, Juanjuan [1 ]
Jiao, Peng [1 ]
机构：
[1] Beijing Normal Univ, Key Lab Radiopharmaceut, Coll Chem, Beijing 100875, Peoples R China
来源：
ORGANIC LETTERS | 2017年 / 19卷 / 09期
基金：
中国国家自然科学基金;
关键词：
1,3-DIPOLAR CYCLOADDITION; 1-ARYL-SUBSTITUTED NITROALKANES; ORGANIC-SYNTHESIS; MICHAEL ADDITION; NITRILE OXIDES; ACID; ISOXAZOLINES; ROUTES; ESTERS;
D O I：
10.1021/acs.orglett.7b00558
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
1,3-Dipolar cycloadditions of 2-alkylacroleins or atropaldehyde with triisopropylsilyl nitronates bearing an alpha-ary] group produced 3-aryl-2-isoxazolines having a chiral quaternary center in up to 94% ee and up to 88% yield with the aid of Corey's oxazaborolidine catalyst. Specifically, the TIPS nitronate with an alpha-(p-methoxyphenyl) group gave mainly the 2-isoxazolines having an all-carbon quaternary center.
引用
收藏
页码：2210 / 2213
页数：4
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