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Synfacts 2011(7): 0783-0783  
DOI: 10.1055/s-0030-1260634
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

Asymmetric Base-Free Electrophilic Amination of Benzofuran-2(3H)-ones

Contributor(s): Benjamin List, Anna Lee
C.-L. Zhu, F.-G. Zhang, W. Meng, J. Nie, D. Cahard, J.-A. Ma*
Tianjin University, P. R. of China and Université et INSA de Rouen, Mont Saint Aignan, France
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Publication History

Publication Date:
17 June 2011 (online)

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Significance

Ma and co-workers describe a ­catalytic asymmetric amination of benzofuran-2(3H)-ones using a BINOL-derived P-spiro quaternary phosphonium catalyst 1 under base-free condition. The authors introduced two chiral 2,2′-bis(methylene)-1,1′-binaphthyl moieties onto a phosphorous backbone to form a rigid P-spiro ­tetraalkylphosphonium structure, which was able to provide an efficient chiral pocket. This newly designed catalyst was successfully applied to the amination of benzofuran-2(3H)-ones.