Organocatalytic Enantioselective Conjugate Addition of Azlactones to Enolizable Linear and Cyclic Enones

被引：11

作者：

Wang, Chao-Ming ^{[1
]}

Xiao, Jun-An ^{[1
]}

Wang, Jing ^{[1
]}

Wang, Sha-Sha ^{[1
]}

Deng, Zhao-Xu ^{[1
,2
]}

Yang, Hua ^{[1
]}

机构：

[1] Cent S Univ, Coll Chem & Chem Engn, Changsha 410083, Peoples R China

[2] Changjun Bilingual Sch, Changsha 410013, Hunan, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 81卷 / 17期

基金：

中国国家自然科学基金;

关键词：

ALPHA-AMINO-ACIDS; ASYMMETRIC-SYNTHESIS; MICHAEL-ADDITION; QUATERNARY STEREOCENTERS; STEREOSELECTIVE CONSTRUCTION; STEREOGENIC CENTERS; VICINAL TERTIARY; ALDOL REACTIONS; DERIVATIVES; OXAZOLONES;

D O I：

10.1021/acs.joc.6b01356

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly diastereo- and enantioselective conjugate additions of azlactones to enolizable cyclic and linear enones were conducted by employing proline aryl sulfonamide as the organocatalyst in trifluorotoluene. The conjugate adducts bearing contiguous quaternary and tertiary stereocenters were obtained in moderate to good yields with excellent diastereoselectivities and moderate to good enantioselectivities. This developed protocol filled in the substrate gap for the organocatalytic conjugate addition of azlactone to enones.

引用

页码：8001 / 8008

页数：8

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