Asymmetric synthesis by chiral ruthenium complexes : III. Regioselectivity and asymmetric induction in catalytic hydrogenation of α,β-unsaturated dicarboxylic acids☆
作者： Mario Bianchi , Franco Piacenti , Piero Frediani , Ugo Matteoli , Carlo Botteghi
DOI: 10.1016/S0022-328X(00)90671-5
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摘要: Abstract The homogeneous catalytic hydrogenation of citraconic and mesaconic acids in the presence H4Ru4(CO)8[(—)-DIOP]2 gives, addition to (—)(S)-methylsuccinic acid, a mixture λ-lactones ratios which depend on substrate reaction temperature. An exceptionally high regioselectivity is obtained at 120°C more hindered carboxyl group acid.
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C. F. Seidel, M. Stoll, Zur Kenntnis des Rosenöls. 1. Mitteilung. Über die tiefsiedenden Bestandteile des bulgarischen Rosenöls Helvetica Chimica Acta. ,vol. 42, pp. 1830- 1844 ,(1959) , 10.1002/HLCA.19590420611
Ugo Matteoli, E Benedetti, M Bianchi, C Botteghi, Asymmetric synthesis by chiral ruthenium complexes. I. Enantioselective hydrogenation of ketones and ketoximes catalyzed by H4Ru4(CO)8[(-)-DIOP]2 Chimia. ,vol. 29, pp. 256- 257 ,(1975)
Peter Morand, Margaret Kayser, Highly regioselective reduction of unsymmetrical cyclic carboxylic acid anhydrides to γ-lactones Journal of The Chemical Society, Chemical Communications. pp. 314- 315 ,(1976) , 10.1039/C39760000314
James E. Lyons, Homogeneous catalytic hydrogenolysis of the C–O bond: the selective reduction of cyclic carboxylic acid anhydrides to γ-lactones catalysed by [RuCl2(Ph3P)3] Journal of The Chemical Society, Chemical Communications. pp. 412- 413 ,(1975) , 10.1039/C39750000412
Brian R. James, Daniel K. W. Wang, Robert F. Voigt, Catalytic asymmetric hydrogenation using ruthenium(II) chiral phosphine complexes Journal of The Chemical Society, Chemical Communications. pp. 574- 575 ,(1975) , 10.1039/C39750000574
Brian R. James, Roderick S. McMillan, Kenneth J. Reimer, Catalytic asymmetric synthesis using ruthenium complexes containing sulfoxide ligands Journal of Molecular Catalysis. ,vol. 1, pp. 439- 441 ,(1976) , 10.1016/0304-5102(76)85006-7