Biochemical syntheses
Biochemical syntheses O 0035Benzaldehyde Lyase Catalyzed Enantioselective Carboligation of Aromatic Aldehydes with Mono-and Dimethoxy Acetaldehyde. -1-Aryl-2-hydroxy-3-methoxy and 3,3-dimethoxypropanones (III) and (V) are obtained for the first time by the title reaction via acyloin linkage. The yield of the reaction depends on the structure of the aromatic aldehyde. Thus, 3-and 4-pyridine carbaldehydes give only trace amounts of hydroxyketones. Racemic benzoin derivatives give under similar conditions enantiomerically pure (S)-benzoin enantiomers and the corresponding (R)-propanones (III) or (IV) via C-C bond cleavage followed by carboligation. -(DEMIR*, A. S.; SESENOGLU, O.; DUENKELMANN, P.; MUELLER, M.; Org. Lett. 5 (2003) 12, 2047-2050; Dep. Chem., Middle East Tech. Univ., TR-06531 Ankara, Turk.; Eng.) -Klein 40-044
Hydroxycarboxylic acids (ether carboxylic acids) and esters P 0280Dynamic Kinetic Resolution: An Efficient Route to anti α-Amino-β-hydroxy Esters via Ru-SYNPHOS® Catalyzed Hydrogenation. -The Ru-catalyzed hydrogenation of α-amino-β-keto-esters as their hydrochloride salts (I) and (IV) affords the corresponding anti α-amino-β-hydroxy esters (III) and (V), respectively, under mild conditions with high diastereo-and enantioselectivities via dynamic kinetic resolution.-(MORDANT, C.; DUENKELMANN, P.; RATOVELOMANANA-VIDAL*, V.; GENET, J.-P.; Chem.
A Short Olefin Metathesis Based Route to Enantiomerically Pure Arylated Dihydropyrans and α,β-Unsaturated δ-Valero Lactones. -The title compounds are of synthetic and biological interest. -(WILDEMANN, H.; DUENKELMANN, P.; MUELLER, M.; SCHMIDT*, B.; J. Org. Chem. 68 (2003) 3, 799-804; Fachbereich Chem., Univ. Dortmund, D-44221 Dortmund, Germany; Eng.) -Jannicke 25-149
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