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Polyphenylalkane derivatives Q 0720Catalytic Enantioselective Arylation of Aldehydes: Boronic Acids as a Suitable Source of Transferable Aryl Groups. -The asymmetric arylation of aldehydes (II) in the presence of a catalytic amount of a chiral amino alcohol is described. A reactive arylzinc species is generated in situ from a boron-zinc exchange and its addition to (II) gives excess to a variety of diaryl methanols (III) in excellent yields and high enantioselectivities. -(BRAGA*, A. L.; LUEDTKE, D. S.; VARGAS, F.; PAIXAO, M. W.; Chem.
Boron-Zinc Exchange in the Diastereoselective Arylation of Sugar-Based Aldehydes: Stereoselective Synthesis of (+)-7-epi-Goniofufurone and Analogues -[81 refs.]. -(WOUTERS, A. D.; BESSA, A. B.; SACHINI, M.; WESSJOHANN, L. A.; LUEDTKE*, D. S.; Synthesis 45 (2013) 16, 2222-2233, http://dx.
One-Pot" Synthesis of Chiral N-Protected α-Amino Acid Derived 1,2,4-Oxadiazoles. -Various oxadiazoles such as (III) and (V) are prepared by a one-pot synthesis as synthetically useful components. -(BRAGA*, A. L.; LUEDTKE, D. S.; ALBERTO, E. E.; DORNELLES, L.; SEVERO FILHO, W. A.; CORBELLINI, V. A.; ROSA, D. M.; SCHWAB, R. S.; Synthesis 2004, 10, 1589-1594; Dep. Quim., Univ. Fed.
Enantioselective synthesesEnantioselective syntheses O 0031 Synthesis of New Chiral Aliphatic Amino Diselenides and Their Application as Catalysts for the Enantioselective Addition of Diethylzinc to Aldehydes. -A set of novel chiral aliphatic amino diselenides (I) is prepared and applied in the catalytic asymmetric addition of diethylzinc (III) towards aromatic and aliphatic aldehydes (II) and (V). Best results are obtained with ligand (Ia), furnishing the corresponding alcohols (IV) and (VI) in up to 96% optical purity. -(BRAGA*, A. L.; PAIXAO, M. W.; LUEDTKE, D. S.; SILVEIRA, C. C.; RODRIGUES, O. E. D.; Org. Lett. 5 (2003) 15, 2635-2638; Dep. Quim., Univ. Fed. Santa Maria, 97119 Santa Maria, Rio Grande do Sul, Brazil; Eng.) -Mischke 46-032
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