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A Three-Step Process to Facilitate the Enantioselective Assembly of Cis-Fused Octahydrophenanthrenes with a Quaternary Stereocenter.
Li, Lin-Ping; Han, Jia-Qi; Liu, Yun-Ting; Yang, Fan; Wu, Xiong; Xie, Jian-Hua; Zhou, Qi-Lin.
Afiliação
  • Li LP; State Key Laboratory and Institute of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, College of Chemistry, Nankai University, Tianjin, 300071, China.
  • Han JQ; State Key Laboratory and Institute of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, College of Chemistry, Nankai University, Tianjin, 300071, China.
  • Liu YT; State Key Laboratory and Institute of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, College of Chemistry, Nankai University, Tianjin, 300071, China.
  • Yang F; State Key Laboratory and Institute of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, College of Chemistry, Nankai University, Tianjin, 300071, China.
  • Wu X; State Key Laboratory and Institute of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, College of Chemistry, Nankai University, Tianjin, 300071, China.
  • Xie JH; State Key Laboratory and Institute of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, College of Chemistry, Nankai University, Tianjin, 300071, China.
  • Zhou QL; Haihe Laboratory of Sustainable Chemical Transformations, Tianjin 300070, China.
Org Lett ; 24(14): 2590-2595, 2022 04 15.
Article em En | MEDLINE | ID: mdl-35357843
ABSTRACT
A three-step process for the enantioselective assembly of cis-fused octahydrophenanthrenes with a quaternary stereocenter is reported. This synthetic strategy relies on a regioselective γ-alkylation, a one-pot sequence of asymmetric hydrogenation and oxidation, and an intramolecular enolate arylation to facilitate the rapid and enantioselective construction of cis-fused octahydrophenanthrene scaffolds with an arylated all-carbon quaternary stereocenter concisely and efficiently.
Assuntos

Texto completo: 1 Base de dados: MEDLINE Assunto principal: Carbono Idioma: En Ano de publicação: 2022 Tipo de documento: Article

Texto completo: 1 Base de dados: MEDLINE Assunto principal: Carbono Idioma: En Ano de publicação: 2022 Tipo de documento: Article