Benzylidene acetals are cleaved to hydroxyesters by means of a reagent system composed of 2,2'-bipyridinium chlorochromate (BPCC) and m-chloroperbenzoic acid. Oxidative cleavage of a 4,6.O-benzylideae glucose derivative affords a 6-O-beazoyl derivative.
ChemInform Abstract: 2,2′-Bipyridinium Chlorochromate/m-Chloroperbenzoic Acid-Mediated Cleavage of Cyclic Acetals to Hydroxyesters.
✍ Scribed by F. A. LUZZIO; R. A. BOBB
- Book ID
- 101849539
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 30 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0931-7597
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✦ Synopsis
1997 cleavage reactions, decomposition reactions, pyrolysis cleavage reactions, decomposition reactions, pyrolysis O 0100 26 -050 2,2'-Bipyridinium Chlorochromate/m-Chloroperbenzoic Acid-Mediated Cleavage of Cyclic Acetals to Hydroxyesters.
-A reagent system composed of MCPBA and 2,2'-bipyridinium chlorochromate effectively cleaves a variety of benzylidene acetals to yield the corresponding hydroxy esters and may be used for the preparation of protected glycosyl donors for polysaccharide synthesis. -(LUZZIO, F.
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