Synthesis and reduction of carbohydrate benzylidene hemithioacetal diastereomers with LiAlH4-AlCl3

Peter Fugedi; András Lipták

doi:10.1039/C39800001234

Synthesis and reduction of carbohydrate benzylidene hemithioacetal diastereomers with LiAlH₄-AlCl₃

Peter Fugedi, András Lipták

University of Debrecen

Research output: Contribution to journal › Article

7 Citations (Scopus)

Abstract

Reduction of methyl 2-O-benzyl-endo- (11) and -exo-3-O-4-S-benzylidene-4,6- dideoxy-4-thio-α-D-galactopyranoside (12) gives the same S-benzyl derivative (6), but with very different reaction rates, indicating that the configuration of the acetal carbon considerably influences the reactivity of the acetal oxygen atoms.

Original language	English
Pages (from-to)	1234-1235
Number of pages	2
Journal	Journal of the Chemical Society, Chemical Communications
Issue number	24
DOIs	https://doi.org/10.1039/C39800001234
Publication status	Published - Jan 1 1980

ASJC Scopus subject areas

Molecular Medicine

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Fugedi, P., & Lipták, A. (1980). Synthesis and reduction of carbohydrate benzylidene hemithioacetal diastereomers with LiAlH₄-AlCl₃. Journal of the Chemical Society, Chemical Communications, (24), 1234-1235. https://doi.org/10.1039/C39800001234

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abstract = "Reduction of methyl 2-O-benzyl-endo- (11) and -exo-3-O-4-S-benzylidene-4,6- dideoxy-4-thio-α-D-galactopyranoside (12) gives the same S-benzyl derivative (6), but with very different reaction rates, indicating that the configuration of the acetal carbon considerably influences the reactivity of the acetal oxygen atoms.",

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