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Synlett 1994; 1994(10): 865-867
DOI: 10.1055/s-1994-23036
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Facile Access to 3-Ulosonic Acids via a SmI2-Mediated Reformatsky Reaction on Aldonolactones

Stephen Hanessian* , Christian Girard
  • *Department of Chemistry, Université de Montréal, P.O.Box 6128, Station A, Montréal, (Québec), H3C 3J7, CANADA
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Publication Date:
22 March 2002 (online)

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The use of SmI2 as a two electron reducing agent in conjunction with an α-bromo ester or nitrile effects addition to simple lactones and aldonolactones by a Reformatsky-type reaction providing a rapid and efficient access to ketals and 3-ulosonic acid derivatives respectively.

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