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Synthesis 1994; 1994(11): 1138-1140
DOI: 10.1055/s-1994-25656
short paper
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Synthesis and Enantioselective Hydrogenation of α-Acyloxyacrylates

Ulrich Schmidt* , Jörg Langner, Bettina Kirschbaum, Christine Braun
  • *Institut für Organische Chemie und Isotopenforschung der Universität Stuttgart, Pfaffenwaldring 55, D-70569 Stuttgart, Germany
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Publication Date:
25 April 2002 (online)

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Numerous α-acyloxyacrylates have been prepared by Wittig-Horner reaction of aldehydes and ethyl 2-acyloxy-2-(diethoxyphosphoryl)acetates which were easily obtained from glyoxylic acid hydrate. The formed α-acyloxyacrylates were subsequently hydrogenated enantioselectively using Rh-DIPAMP and Ru-BINAP (ee = 82-98%) to furnish the corresponding α-acyloxycarboxylates.