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题名

Enantioselective Organocatalytic 1,6-Addition of Aziactones to &ITpara&IT-Quinone Methides: An Access to alpha,alpha-Disubstituted and beta,beta-Diaryl-alpha-amino acid Esters

作者
通讯作者Li, Wenjun; Li, Pengfei
发表日期
2018-02-16
DOI
发表期刊
ISSN
1523-7060
EISSN
1523-7052
卷号20期号:4页码:1142-1145
摘要
This work describes the first enantioselective 1,6-additions of azlactones to para-quinone methides. In the presence of a chiral phosphoric acid, 1,6-adducts were obtained in high yields (up to 96%) with excellent diastereoselectivities and enantioselectivities (all >20:1 dia-stereoselectivity ratio (dr), up to 99% enantiomeric excess (ee)). Importantly, the method offers a facile synthetic approach, not only to enantiopure alpha,alpha-disubstituted alpha-amino acid esters, but also to unnatural enantioenriched beta,beta-diaryl-alpha-amino acid esters bearing adjacent tertiary and quaternary stereogenic centers.
相关链接[来源记录]
收录类别
SCI ; IC ; CCR
语种
英语
重要成果
NI论文
学校署名
通讯
资助项目
Special Funds for the Development of Strategic Emerging Industries in Shenzhen[VJCYJ20160429191918729]
WOS研究方向
Chemistry
WOS类目
Chemistry, Organic
WOS记录号
WOS:000426013600062
出版者
ESI学科分类
CHEMISTRY
来源库
Web of Science
引用统计
被引频次[WOS]:91
成果类型期刊论文
条目标识符http://sustech.caswiz.com/handle/2SGJ60CL/28026
专题理学院_化学系
作者单位
1.Qingdao Univ, Sch Pharm, Dept Med Chem, Qingdao 266021, Peoples R China
2.Southern Univ Sci & Technol, Dept Chem, 1088 Xueyuan Blvd, Shenzhen 518055, Guangdong, Peoples R China
通讯作者单位化学系
推荐引用方式
GB/T 7714
Li, Wenjun,Xu, Xianhong,Liu, Yang,et al. Enantioselective Organocatalytic 1,6-Addition of Aziactones to &ITpara&IT-Quinone Methides: An Access to alpha,alpha-Disubstituted and beta,beta-Diaryl-alpha-amino acid Esters[J]. ORGANIC LETTERS,2018,20(4):1142-1145.
APA
Li, Wenjun,Xu, Xianhong,Liu, Yang,Gao, Hua,Cheng, Yuyu,&Li, Pengfei.(2018).Enantioselective Organocatalytic 1,6-Addition of Aziactones to &ITpara&IT-Quinone Methides: An Access to alpha,alpha-Disubstituted and beta,beta-Diaryl-alpha-amino acid Esters.ORGANIC LETTERS,20(4),1142-1145.
MLA
Li, Wenjun,et al."Enantioselective Organocatalytic 1,6-Addition of Aziactones to &ITpara&IT-Quinone Methides: An Access to alpha,alpha-Disubstituted and beta,beta-Diaryl-alpha-amino acid Esters".ORGANIC LETTERS 20.4(2018):1142-1145.
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