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NHC-Ag(I)-Catalyzed Three-Component 1,3-Dipolar Cycloaddition To Provide Polysubstituted Dihydro-/Tetrahydrofurans.
Liu, Yi-Fei; Wang, Zhen; Shi, Jin-Wei; Chen, Bai-Ling; Zhao, Zhi-Gang; Chen, Zili.
Afiliação
  • Liu YF; Department of Chemistry, Renmin University of China , Beijing 100872, China.
  • Wang Z; College of Chemistry & Environment Protection Engineering, Southwest University for Nationalities , Chengdu 610041, China.
  • Shi JW; Department of Chemistry, Renmin University of China , Beijing 100872, China.
  • Chen BL; Department of Chemistry, Renmin University of China , Beijing 100872, China.
  • Zhao ZG; College of Chemistry & Environment Protection Engineering, Southwest University for Nationalities , Chengdu 610041, China.
  • Chen Z; College of Chemistry & Environment Protection Engineering, Southwest University for Nationalities , Chengdu 610041, China.
J Org Chem ; 80(24): 12733-9, 2015 Dec 18.
Article em En | MEDLINE | ID: mdl-26599304
ABSTRACT
A new method was developed to synthesize polyfunctionalized dihydrofuran and tetrahydrofuran derivatives from the three-component [2 + 2 + 1] cycloaddition of the diazoesters with aryl/alkenyl aldehydes and alkyne/olefin dipolarophiles by using a Ag(I) N-heterocyclic carbene complex as the catalyst. A carbonyl ylide intermediate was generated, which undertook an endo-type 1,3-dipolar cycloaddition to provide the desired dihydro-/tetrahydrofurans in high regio- and diastereoselectivities by using α-aryl or α-alkenyl diazoesters.
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Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2015 Tipo de documento: Article
Texto completo
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Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2015 Tipo de documento: Article