Chiral N,N′-dioxide/Mg(OTf)2 complex-catalyzed asymmetric [2,3]-rearrangement of in situ generated ammonium salts

被引：15

作者：

Lin, Qianchi ^{[1
]}

Hu, Bowen ^{[1
]}

Xu, Xi ^{[1
]}

Dong, Shunxi ^{[1
]}

Liu, Xiaohua ^{[1
]}

Feng, Xiaoming ^{[1
]}

机构：

[1] Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R China

来源：

CHEMICAL SCIENCE | 2020年 / 11卷 / 11期

基金：

中国国家自然科学基金;

关键词：

ALPHA-AMINO-ACIDS; ENANTIOSELECTIVE SYNTHESIS; STEVENS REARRANGEMENT; ALLYLIC AMINATION; DERIVATIVES; PEPTIDES; LIGANDS; YLIDES;

D O I：

10.1039/c9sc06342k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Catalytic enantioselective [2,3]-rearrangements of in situ generated ammonium ylides from glycine pyrazoleamides and allyl bromides were achieved by employing a chiral N,N '-dioxide/Mg-II complex as the catalyst. This protocol provided a facile and efficient synthesis route to a series of anti-alpha-amino acid derivatives in good yields with high stereoselectivities. Moreover, a possible catalytic cycle was proposed to illustrate the reaction process and the origin of stereoselectivity.

引用

页码：3068 / 3073

页数：6

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