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Highly enantioselective sequential vinylogous aldol reaction/transesterification of methyl-substituted olefinic butyrolactones with isatins for the construction of chiral spirocyclic oxindole-dihydropyranones.
Wang, Zhen-Hua; Zhang, Xia-Yan; Lei, Chuan-Wen; Zhao, Jian-Qiang; You, Yong; Yuan, Wei-Cheng.
Afiliação
  • Wang ZH; Institute for Advanced Study, Chengdu University, Chengdu 610106, China.
  • Zhang XY; National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China. wangzhenhua@cdu.edu.cn yuanwc@cioc.ac.cn.
  • Lei CW; National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China. wangzhenhua@cdu.edu.cn yuanwc@cioc.ac.cn.
  • Zhao JQ; Institute for Advanced Study, Chengdu University, Chengdu 610106, China.
  • You Y; Institute for Advanced Study, Chengdu University, Chengdu 610106, China.
  • Yuan WC; Institute for Advanced Study, Chengdu University, Chengdu 610106, China and National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China. wangzhenhua@cdu.edu.cn yuanwc@cioc.ac.cn.
Chem Commun (Camb) ; 55(63): 9327-9330, 2019 Aug 14.
Article em En | MEDLINE | ID: mdl-31313770
ABSTRACT
A highly stereoselective sequential vinylogous aldol reaction/transesterification of methyl-substituted olefinic butyrolactones and isatins was developed. With this developed protocol, a series of chiral spirocyclic oxindole-dihydropyranones were obtained in good to excellent yields (73-99%) and enantioselectivities (71-97% ee).

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Chem Commun (Camb) Ano de publicação: 2019 Tipo de documento: Article

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Chem Commun (Camb) Ano de publicação: 2019 Tipo de documento: Article