Catalytic Asymmetric Synthesis of Isoxazolines from Silyl Nitronates

被引：33

作者：

Han, Xiaoyu ^{[1
]}

Dong, Li ^{[1
]}

Geng, Caiwei ^{[1
]}

Jiao, Peng ^{[1
]}

机构：

[1] Beijing Normal Univ, Coll Chem, Key Lab Radiopharmaceut, Beijing 100875, Peoples R China

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 13期

基金：

中国国家自然科学基金;

关键词：

NITRILE OXIDE CYCLOADDITIONS; DIELS-ALDER REACTIONS; BETA-AMINO ACIDS; 1,3-DIPOLAR CYCLOADDITION; STEREOSELECTIVE-SYNTHESIS; TERTIARY ENAMIDES; ENANTIOSELECTIVE SYNTHESIS; INTRAMOLECULAR ADDITION; ORGANIC-SYNTHESIS; DERIVATIVES;

D O I：

10.1021/acs.orglett.5b00826

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1,3-Dipolar Cycloadditions of triisopropylsilyl intronates and 2-alkylacroleins produced isoxazolines bearing a chiral quaternary center in high yields-and enantioselectivities with the aid of a chiral oxazaborolidine catalyst. One chiral isoxazoline product was converted to (R)-(+)-Tanikolide in 9 steps in a total yield of 43%.

引用

页码：3194 / 3197

页数：4

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