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Synfacts 2010(9): 1081-1081  
DOI: 10.1055/s-0030-1257985
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Nano-MgO for the Synthesis of α-Sulfanyl-β-amino Acids

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada, Chung Keun Jin
M. L. Kantam*, K. Mahendar, B. Sreedhar, B. M. Choudary, S. K. Bhargava, S. H. Priver
RMIT University, Melbourne, Australia; Indian Institute of Chemical Technology, Hyderabad and Ogene System (I) Pvt. Ltd, Hyderabad, India
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Publication History

Publication Date:
23 August 2010 (online)

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Significance

Nanocrystalline magnesium oxide (NAP-MgO) catalyzed the reaction of alicyclic, ­aryl, and vinyl aldimines with sulfonium salts to afford α-sulfanyl-β-amino acid derivatives. Thus, for example, the reaction of N-tosyl benzaldimine 1a (1 mmol) and (ethoxycarbonylmethyl)dimethylsulfonium bromide 2A (1.5 mmol) was carried out with NAP-MgO to give β-amino acid 3a in 91% yield (anti/syn = 76:24).