Use of 4-carbo-substituted isoxazoles in the polyhydroxylated chain extension of 2,3-O-isopropylidene-D-glyceraldehyde

An easy and efficient route has been developed for the extension of the polyhydroxylated chain of 2,3-O-isopropylidene-D-glyceraldehyde. This method consists of the cis-dihydroxylation of the double bond existing in several 4-alkenylisoxazoles synthesized for this purpose.

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Bibliographic Details
Published inSynthesis (Stuttgart) no. 7; pp. 1023 - 1028
Main Authors Maestro, A, Banez, JM, Lopez, JA, Romero-Avila, MC
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 01.07.1998
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
OXIDATION
ALLYLIC ALCOHOL SYSTEMS
Wittig
OSMYLATION
EMPIRICAL RULE
HIGHER-CARBON SUGARS
STEREOCHEMISTRY
osmium tetroxide
2,3-O-isopropylidene-D-glyceraldehyde
cis-dihydroxylation
elongation
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Summary:An easy and efficient route has been developed for the extension of the polyhydroxylated chain of 2,3-O-isopropylidene-D-glyceraldehyde. This method consists of the cis-dihydroxylation of the double bond existing in several 4-alkenylisoxazoles synthesized for this purpose.
ISSN:0039-7881
DOI:10.1055/s-1998-4492