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Enantioselective Synthesis of Carbo- and Heterocycles through a CuH-Catalyzed Hydroalkylation Approach.
Wang, Yi-Ming; Bruno, Nicholas C; Placeres, Ángel L; Zhu, Shaolin; Buchwald, Stephen L.
Affiliation
  • Wang YM; Department of Chemistry, Massachusetts Institute of Technology , Cambridge, Massachusetts 02139, United States.
  • Bruno NC; Department of Chemistry, Massachusetts Institute of Technology , Cambridge, Massachusetts 02139, United States.
  • Placeres ÁL; Department of Chemistry, Massachusetts Institute of Technology , Cambridge, Massachusetts 02139, United States.
  • Zhu S; Department of Chemistry, Massachusetts Institute of Technology , Cambridge, Massachusetts 02139, United States.
  • Buchwald SL; Department of Chemistry, Massachusetts Institute of Technology , Cambridge, Massachusetts 02139, United States.
J Am Chem Soc ; 137(33): 10524-7, 2015 Aug 26.
Article in En | MEDLINE | ID: mdl-26256576
ABSTRACT
The enantioselective, intramolecular hydroalkylation of halide-tethered styrenes has been achieved through a copper hydride-catalyzed process. This approach allowed for the synthesis of enantioenriched cyclobutanes, cyclopentanes, indanes, and six-membered N- and O-heterocycles. This protocol was applied to the synthesis of the commercial serotonin reuptake inhibitor (-)-paroxetine.
Subject(s)

Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Copper / Heterocyclic Compounds Language: En Journal: J Am Chem Soc Year: 2015 Document type: Article Affiliation country: United States

Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Copper / Heterocyclic Compounds Language: En Journal: J Am Chem Soc Year: 2015 Document type: Article Affiliation country: United States