A convenient method for the stereoselective preparation of 3-hydroxy-2-substituted propionaldehyde derivatives, C-terminal precursors for the synthesis of trans-alkene dipeptide isosteres |
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| Authors: | Philippe Roure, Nadia Walchshofer Joë lle Paris |
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| Affiliation: | (1) Laboratoire de Chimie Thérapeutique, Faculté de Pharmacie, 8 avenue Rockefeller, F-69373 Lyon Cédex 08, France |
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| Abstract: | Summary (S)-3-hydroxy-2-substituted propionaldehyde dimethyl or diethyl acetals 3, which are versatile synthons in dipeptide isostere synthesis, were synthesized in 54–95% enantiomeric excess by reduction of (S,R)-acetalized acyloxazolidinones 7 with LiAlH4. |
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| Keywords: | Acetals 3-Hydroxy propionaldehydes Oxazolidinones Asymmetric synthesis Evans reaction |
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