caa a22 4500 475760328 CHVBK 20180406123549.0 cr unu---uuuuu 170329e20000301xx s 000 0 eng 10.1007/BF02494775 doi (NATIONALLICENCE)springer-10.1007/BF02494775 Asymmetric reduction of ketones with sodium aluminum hydride modified by various chiral diols [Elektronische Daten] [M. Vinogradov, L. Gorshkova, V. Pavlov, O. Mikhalev, G. Chel'tsova, I. Razmanov, V. Ferapontov, O. Malyshev, G. Heise] New stereoselective reducing reagents were preparedin situ by modification of NaAlH4 with various chiral diols. The efficiency of 1,4- and 1,3-diols as chiral auxiliaries in the reactions of alkyl aryl ketones with modified NaAlH4 was considerably higher than that of 1,2-diols. The effect of the nature of the achiral ligand additionally introduced into the chiral hydride reagent on the enantioselectivity of ketone reduction was studied. It was proposed that the sodium cation does not necessarily participate at the stage governing the reaction stereochemistry. Kluwer Academic/Plenum Publishers, 2000 sodium aluminum hydride nationallicence chiral diols, 1,1′-bis-2-naphthol, α,α,α′,α′-tetraaryl-1,3-dioxolane-4,5-dimethanols nationallicence asymmetric reduction nationallicence enantiomers nationallicence ketones nationallicence Vinogradov M. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation aut Gorshkova L. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation aut Pavlov V. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation aut Mikhalev O. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation aut Chel'tsova G. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation aut Razmanov I. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation aut Ferapontov V. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation aut Malyshev O. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation aut Heise G. Cambrex Corporation, One Meadowlands Plaza, 07073, East Rutherford, NJ, USA aut Russian Chemical Bulletin Kluwer Academic Publishers-Plenum Publishers 49/3(2000-03-01), 460-465 1066-5285 49:3<460 2000 49 11172 https://doi.org/10.1007/BF02494775 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF02494775 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Vinogradov M. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation aut NATIONALLICENCE 700 1- Gorshkova L. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation aut NATIONALLICENCE 700 1- Pavlov V. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation aut NATIONALLICENCE 700 1- Mikhalev O. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation aut NATIONALLICENCE 700 1- Chel'tsova G. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation aut NATIONALLICENCE 700 1- Razmanov I. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation aut NATIONALLICENCE 700 1- Ferapontov V. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation aut NATIONALLICENCE 700 1- Malyshev O. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation aut NATIONALLICENCE 700 1- Heise G. Cambrex Corporation, One Meadowlands Plaza, 07073, East Rutherford, NJ, USA aut NATIONALLICENCE 773 0- Russian Chemical Bulletin Kluwer Academic Publishers-Plenum Publishers 49/3(2000-03-01), 460-465 1066-5285 49:3<460 2000 49 11172 Metadata rights reserved Springer special CC-BY-NC licence nationallicence SWISSBIB 475760328 BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer