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Design,Synthesis, and Application of a Chiral Sulfinamide Phosphine Catalyst for the Enantioselective Intramolecular Rauhut–Currier Reaction
Authors:Xiao Su  Wei Zhou  Yangyan Li  Prof. Dr. Junliang Zhang
Affiliation:1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, 200062 (P.R. China) http://faculty.ecnu.edu.cn/s/1811/main.jspy;2. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, CAS, 345 Lingling Road, Shanghai, 200032 (P.R. China)
Abstract:A novel class of chiral sulfinamide phosphine catalysts (Xiao‐Phos) are reported, which can be easily prepared from inexpensive commercially available starting materials. The Xiao‐Phos catalysts showed good performance in enantioselective intramolecular Rauhut–Currier reactions, generating α‐methylene‐γ‐butyrolactones in high yields with up to 99 % ee under mild conditions. Moreover, kinetic resolution and parallel kinetic resolution were also observed with the use of two different substituted racemic precursors.
Keywords:chiral phosphines  enantioselectivity  kinetic resolution  organocatalysis  Rauhut–  Currier reaction
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