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Acetals of Dehydro‐L‐Ascorbic Acid 2‐Hydrazones. Access to the Chiral Building Block ( R )‐Glycerol Acetonide
Author(s) -
El Ashry E. S. H.,
Rashed N.,
Mousaad A.
Publication year - 1994
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.199400079
Subject(s) - chemistry , acetonide , periodate , glycerol , ascorbic acid , derivative (finance) , hydrogen bond , organic chemistry , medicinal chemistry , molecule , triamcinolone acetonide , medicine , surgery , food science , financial economics , economics
5,6‐O‐Isopropylidene, cyclohexylidene and benzylidene derivatives of L‐threo‐2,3‐hexodiulosono‐1,4‐lactone 2‐phenylhydrazone were prepared. Reduction of the isopropylidcne derivative was followed by treatment with base, and then periodate oxidation and reduction to give (R)‐glycerol acetonide. Hydrogen bonding in the hydrazones has a role in forming geometrical isomers.