4.5 Article

Cobalt-Catalyzed Asymmetric Hydrogenation of Vinylsilanes with a Phosphine-Pyridine-Oxazoline Ligand: Synthesis of Optically Active Organosilanes and Silacycles

Journal

ORGANOMETALLICS
Volume 38, Issue 20, Pages 3906-3911

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.organomet.9b00067

Keywords

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Funding

  1. National Key R&D Program of China [2016YFA0202900, 2015CB856600]
  2. National Natural Science Foundation of China [21825109, 21821002, 21732006, 21572255, 21432011]
  3. Chinese Academy of Sciences [XDB20000000, QYZDB-SSW-SLH016]
  4. Science and Technology Commission of Shanghai Municipality [17JC1401200]

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The asymmetric hydrogenation of vinylsilanes catalyzed by a new C-1-symmetric phosphine-pyridine-oxazoline cobalt complex is described. The method provides an efficient approach to chiral tertiary silanes with enantioselectivities up to 99% ee. Furthermore, the o-methylsubstituted benzylic silane products undergo ruthenium-catalyzed dehydrogenative silylation to produce chiral benzosilolanes in high yields without racemization of the stereogenic center alpha to the quaternary Si atom.

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