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- Title
Novel Route to L-Hexoses from L-Ascorbic Acid: Asymmetric Synthesis of L-Galactopyranose and L-Talopyranose Preliminary Communication.
- Authors
Ludmila Ermolenko; N. André Sasaki; Pierre Potier
- Abstract
A novel route with L-ascorbic acid as a single common starting material to asymmetric synthesis of all eight diastereomers of L-hexoses is described. Assessment of this new approach is demonstrated by the expedient synthesis of L-galactopyranose and L-talopyranose derivatives. Key steps involve stereoselective preparation of chiral (E)- and (Z)-γ-hydroxy-α,β-unsaturated esters and their stereo-controlled dihydroxylation by OsO4.
- Subjects
VITAMIN C; DIASTEREOISOMERS; PYRAZOLES; HEXOSE phosphates
- Publication
Helvetica Chimica Acta, 2003, Vol 86, Issue 11, p3578
- ISSN
0018-019X
- Publication type
Article