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A Non‐Racemic Equivalent of Glycolic Acid: Preparation of both enantiomers from D ‐mannitol
Author(s) -
Renaud Philippe,
Abazi Sokol
Publication year - 1996
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19960790619
Subject(s) - glycolic acid , chemistry , enantiomer , d mannitol , alkylation , mannitol , organic chemistry , stereochemistry , lactic acid , catalysis , genetics , bacteria , biology
A practical synthesis of both enantiomers of 2‐( tert ‐butyl)‐2‐methyl‐1,3‐dioxolan‐4‐one starting from D ‐mannitol is reported. These compounds are chiral equivalents of glycolic acid (= hydroxyacetic acid) which are configurationally stable and can be alkylated via their enolates.