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Highly Stereoselective Assembly of α-Carbolinone Skeletons via N-Heterocyclic Carbene-Catalyzed [4 + 2] Annulations.
Yang, Kai-Chuan; Li, Qing-Zhu; Liu, Yu; He, Qing-Qing; Liu, Yue; Leng, Hai-Jun; Jia, Ai-Qiong; Ramachandran, Shanmugavel; Li, Jun-Long.
Afiliação
  • Yang KC; Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics , Chengdu University , Chengdu 610052 , China.
  • Li QZ; Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics , Chengdu University , Chengdu 610052 , China.
  • Liu Y; Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics , Chengdu University , Chengdu 610052 , China.
  • He QQ; Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics , Chengdu University , Chengdu 610052 , China.
  • Liu Y; Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics , Chengdu University , Chengdu 610052 , China.
  • Leng HJ; Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics , Chengdu University , Chengdu 610052 , China.
  • Jia AQ; Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics , Chengdu University , Chengdu 610052 , China.
  • Ramachandran S; Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics , Chengdu University , Chengdu 610052 , China.
  • Li JL; Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics , Chengdu University , Chengdu 610052 , China.
Org Lett ; 20(23): 7518-7521, 2018 12 07.
Article em En | MEDLINE | ID: mdl-30456956
ABSTRACT
A series of iminoindoline-derived alkenes was found to be a new class of excellent aza-diene electrophiles in NHC-catalyzed asymmetric [4 + 2] cyclizations. This transformation is mainly characterized by excellent compatibility, which allows aza-diene substrates to incorporate various substituents and functionalities, including (hetero)aryl, (linear or branched)alkyl, alkenyl, alkynyl, and ester groups. Forty examples of the desired tetrahydro-α-carbolinones were facilely synthesized using this method, with up to 99% yield and >99% ee.

Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2018 Tipo de documento: Article

Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2018 Tipo de documento: Article