Hydroxycarboxylic acids (ether carboxylic acids) and estersP 0280 DOI: 10.1002/chin.201129049

Enantioselective Iridium-Catalyzed Vinylogous Reformatsky-Aldol Reaction from the Alcohol Oxidation Level: Linear Regioselectivity by Way of Carbon-Bound Enolates. — Good to excellent levels of regioselectivity and uniformly high levels of enantioselectivity are achieved for the hydroxycarboxylic esters obtained by the reaction of a range of alcohols or aldehydes with crotonate (I) in the presence of iridium complex IRI. Products (VI) are accompanied by 1:1 mixtures of hydroxyesters (VIII). Complete levels of catalyst-directed diastereoselectivity are observed in the re-action of chiral alcohol (IX). — (HASSAN, A.; ZBIEG, J. R.; KRISCHE*, M. J.; Angew. Chem., Int. Ed. 50 (2011) 15, 3493-3496, http://dx.doi.org/10.1002/anie.201100646 ; Dep. Chem. Biochem., Univ. Tex., Austin, TX 78712, USA; Eng.) — Klein

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ChemInform 2011, 42, issue 29 © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

ChemInform 2011, 42, issue 29 © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim