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A convenient method for the stereoselective preparation of 3-hydroxy-2-substituted propionaldehyde derivatives, C-terminal precursors for the synthesis oftrans-alkene dipeptide isosteres

✍ Scribed by Philippe Roure; Nadia Walchshofer; Joëlle Paris

Publisher: Springer Netherlands
Year: 1995
Tongue: English
Weight: 204 KB
Volume: 2
Category: Article
ISSN: 1573-3149
DOI: 10.1007/bf00119163

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✦ Synopsis

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 LiA1H4.

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