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Approach to Tertiary-Type ß-Hydroxyl Carboxamides Through Sc(OTf)3-Catalyzed Addition of Ynamides and Ketones.
Liu, Yi-Wen; Mao, Zhuo-Ya; Nie, Xiao-Di; Si, Chang-Mei; Wei, Bang-Guo; Lin, Guo-Qiang.
Afiliação
  • Liu YW; Institutes of Biomedical Sciences and School of Pharmacy , Fudan University , 220 Handan Road , Shanghai 200433 , China.
  • Mao ZY; Institutes of Biomedical Sciences and School of Pharmacy , Fudan University , 220 Handan Road , Shanghai 200433 , China.
  • Nie XD; Institutes of Biomedical Sciences and School of Pharmacy , Fudan University , 220 Handan Road , Shanghai 200433 , China.
  • Si CM; Institutes of Biomedical Sciences and School of Pharmacy , Fudan University , 220 Handan Road , Shanghai 200433 , China.
  • Wei BG; Institutes of Biomedical Sciences and School of Pharmacy , Fudan University , 220 Handan Road , Shanghai 200433 , China.
  • Lin GQ; Shanghai Institute of Organic Chemistry , Chinese Academy of Sciences , 345 Lingling Road , Shanghai 200032 , China.
J Org Chem ; 84(24): 16254-16261, 2019 12 20.
Article em En | MEDLINE | ID: mdl-31777249
ABSTRACT
An efficient approach to access functionalized tertiary-type ß-hydroxyl carboxamides has been developed through Sc(OTf)3-catalyzed addition of ynamides and substituted ketones. Water was found to be an important reaction substrate, and the solvent was not needed in this process. A broad range of substituted ynamides and ketones was well applicable to the reaction with excellent chemical selectivities. Moreover, several chiral ß-hydroxyl carboxamides 3j-3r were prepared with excellent regioselectivities and outstanding diastereoselectivities.

Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2019 Tipo de documento: Article

Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2019 Tipo de documento: Article