Regioselective Oxidative Cleavage of Benzylidene Acetals: Synthesis of α- and β-Benzoyloxy Carboxylic Acids

Autor:	Sundarababu Baskaran, Amit Banerjee, Ponminor Senthil Kumar
Rok vydání:	2009
Předmět:	conformation synthesis Carboxylic Acids Molecular Conformation Crystallography X-Ray chemistry.chemical_compound Regioselectivity Acetals Hydroxy carboxylic acids Regio-selective benzylidene derivative Periodic acid Benzylidene acetals Biological activity Stereoisomerism General Medicine Ruthenium Synthesis (chemical) Chemical equations carboxylic acid Oxidative cleavage Oxidation-Reduction D-glucose acetal derivative Stereochemistry alkene chemistry.chemical_element Alkenes chemistry Benzylidene Compounds Catalysis Olefins Organic acids Oxidation Oxidative cleavages 3-hydroxypipecolic acid Terminal alkenes Periodic Acid General Chemistry X ray crystallography periodate Glucose Benzylidene compounds Stereo-selective Stereoselectivity oxidation reduction reaction
Zdroj:	Angewandte Chemie. 122:816-819
ISSN:	0044-8249
DOI:	10.1002/ange.200905952
Popis:	(Chemical Equation Presented) Ruthenium has twice the fun: The synthetic potential of the highly regio- and stereoselective title reaction, which relies on two oxidative cleavage steps promoted by RuCI3 in combination with NaIO 4 (see example; Bz = benzoyl), was demonstrated with the synthesis of biologically active cis-(2R,3S)-3-hydroxypipecolic acid from D-glucose. � 2010 Wiley-VCH Verlag GmbH & Co. KGaA.
Databáze:	OpenAIRE
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