Asymmetric synthesis of α-alkenyl homoallylic primary amines via 1,2-addition of Grignard reagent to α,β-unsaturated phosphonyl imines

被引：8

作者：

Xiong, Yiwen ^{[1
]}

Mei, Haibo ^{[1
,2
]}

Xie, Chen ^{[1
]}

Han, Jianlin ^{[1
,2
]}

Li, Guigen ^{[2
,3
]}

Pan, Yi ^{[1
,2
]}

机构：

[1] Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat, Nanjing 210093, Jiangsu, Peoples R China

[2] Nanjing Univ, Inst Chem & BioMed Sci, Nanjing 210093, Jiangsu, Peoples R China

[3] Texas Tech Univ, Dept Chem & Biochem, Lubbock, TX 79409 USA

来源：

RSC ADVANCES | 2013年 / 3卷 / 36期

基金：

中国国家自然科学基金;

关键词：

TERT-BUTANESULFINYL IMINES; ENANTIOSELECTIVE SYNTHESIS; COPE REARRANGEMENT; CHEMISTRY; ALDEHYDES; ALLYLATION; KETONES;

D O I：

10.1039/c3ra42927j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of chiral N-phosphonyl protected alpha-alkenyl homoallylic primary amines were synthesized by asymmetric addition of allylmagnesium bromide to chiral alpha,beta-unsaturated imines. Only the 1,2-adduct was obtained for all the imines with good yields and excellent diastereoselectivities. The chiral auxiliary could be easily removed under simple conditions, giving free multiple functionalized primary amines.

引用

页码：15820 / 15826

页数：7

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