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Synlett 1994; 1994(3): 199-200
DOI: 10.1055/s-1994-22793
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Enantioselective Synthesis of 1,3-Dioxygen-substituted Chiral Building Blocks

Chris H. Senanayake* , Robert D. Larsen, Timothy J. Bill, Ji Liu, Edward G. Corley, Paul J. Reider
  • *Department of Process Research, Merck Research Laboratories, P.O. Box 2000, Rahway, New Jersey 07065, USA
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Publication Date:
22 March 2002 (online)

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The extremely useful chiral building blocks 3-hydroxy-2-alkylpropionates 8 are prepared in either S or R eantiomeric form via the diastereoselective addition of chiral alcohols to arylketenes 4 and the manipulation of the resultant chiral 2-arylaliphatic esters 5 and 6. Application of this methodology to the asymmetric syntheses of 3-mercapto-2-alkylpropionates (9) and (S)-(-)-paraconic acid (3) is described.

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