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Synlett 2001; 2001(10): 1565-1566
DOI: 10.1055/s-2001-17459
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An Expedient One-Step Preparation of (S)-2,3-O-Isopropylideneglyceraldehyde

Ludmila Ermolenko* , N. André Sasaki, Pierre Potier
  • *Institut de Chimie des Substances Naturelles, CNRS, Avenue de la Terrasse, 91198 Gif-sur Yvette, France; Fax + 33(1)69 07 72 47; E-mail: andre.sasaki@icsn.cnrs.gif.fr
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Publication History

Publication Date:
27 September 2001 (online)

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One-step PCC oxidation of (R)-2,3-O-isopropylideneglycerol in dichloromethane provides (S)-2,3-O-isopropylideneglyceraldehyd 2 in 30% yield after its separation from ester 3 by careful distillation. The same procedure with (S)-2,3-O-isopropylideneglycerol affords (R)-2,3-O-isopropylideneglyceraldehyde.

(R)-2,3-O-isopropylideneglycerol - (S)-2,3-O-isopropylideneglycerol - (S)-2,3-O-isopropylideneglyceraldehyde - (R)-2,3-O-isopropylideneglyceraldehyde - PCC oxidation

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