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Diastereoselective addition of lithium enolate of γ-substituted α-diazoacetoacetate to N-sulfinyl imines

  • Article
  • Organic Chemistry
  • Published:
Chinese Science Bulletin

Abstract

Highly diastereoselective addition of lithium enolate of γ-substituted α-diazoacetoacetate to chiral N-sulfinyl imines has been developed. The addition products were further subjected to photo-induced Wolff rearrangement or Rh(II)-catalyzed intramolecular N-H insertion to afford chiral 4,5-disubstituted 2-oxo and 3-oxo pyrrolidines, respectively.

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Authors and Affiliations

  1. Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing, 100871, China

    FanYang Mo, Fei Li & JianBo Wang

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  1. FanYang Mo
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  2. Fei Li
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  3. JianBo Wang
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Correspondence to JianBo Wang.

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Mo, F., Li, F. & Wang, J. Diastereoselective addition of lithium enolate of γ-substituted α-diazoacetoacetate to N-sulfinyl imines. Chin. Sci. Bull. 55, 2847–2854 (2010). https://doi.org/10.1007/s11434-010-3140-5

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  • DOI: https://doi.org/10.1007/s11434-010-3140-5

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