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Chemistry of Heterocyclic Compounds

, Volume 32, Issue 3, pp 294–307 | Cite as

Asymmetric reduction of aromatic and hetero cyclic ketones by hydrosilylation and hydrogen transfer in the presence of optically active rhodium catalysts

  • I. Iovel'
  • K. Rubina
  • Yu. Popelis
  • A. Gaukhman
  • É. Lukevits
Article

Abstract

A study has been made of enantioselective hydrosilylation and reduction, by hydrogen transfer, of prochiral alkyl phenyl ketones or alkyl hetaryl ketones over various optically active catalysts. A total of 14 aromatic and heterocyclic carbinols were synthesized with preparative yields of 54–100%. The most effective catalytic systems were found to be complexes of RhCl3 and [Rh(cod)Cl]2 with the known optical inductor (S,S)-i-Pr-Pybox, with which we have obtained for the first time a series of heterocyclic secondary alcohols with an enantioselectivity of 20–63%.

Keywords

Phenyl Ketone Rhodium Catalytic System Hydrogen Transfer 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Plenum Publishing Corporation 1996

Authors and Affiliations

  • I. Iovel'
  • K. Rubina
  • Yu. Popelis
  • A. Gaukhman
  • É. Lukevits

There are no affiliations available

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