4.7 Article

Organocatalytic Enantioselective Sulfenylation of β-Keto Phosphonates: A Convenient Approach to Construct Hetero-Quaternary Stereocenters

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 353, Issue 4, Pages 545-549

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201000679

Keywords

hetero-quaternary stereocenters; beta-keto phosphonates; organocatalysis; sulfenylation

Funding

  1. National Natural Science Foundation of China [20832001, 20972065, 21074054]
  2. National Basic Research Program of China [2007CB925103, 2010CB923303]

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The highly effective and enantioselective sulfenylation of beta-keto phosphonates catalyzed by alpha,alpha-diaryl-l-prolinols has been developed. The optically active alpha-sulfenylated beta-keto phosphonates could be obtained under mild reaction conditions in good yields (up to 92%) and with excellent enantio-selectivities (up to 92% ee).

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