Communication

Hydrogenation of N-Acylcarbamates and N-Acylsulfonamides Catalyzed by a Bifunctional [Cp*Ru(PN)] Complex†

  1. Masato Ito Prof. Dr.,
  2. Lee Wei Koo,
  3. Akio Himizu,
  4. Chika Kobayashi,
  5. Ayaka Sakaguchi,
  6. Takao Ikariya Prof. Dr.

Article first published online: 7 JAN 2009

DOI: 10.1002/anie.200805307

Issue

Angewandte Chemie International Edition

Angewandte Chemie International Edition

Volume 48, Issue 7, pages 1324–1327, February 2, 2009

Additional Information

How to Cite

Ito, M., Koo, L., Himizu, A., Kobayashi, C., Sakaguchi, A. and Ikariya, T. (2009), Hydrogenation of N-Acylcarbamates and N-Acylsulfonamides Catalyzed by a Bifunctional [Cp*Ru(PN)] Complex. Angew. Chem. Int. Ed., 48: 1324–1327. doi: 10.1002/anie.200805307

Author Information

  1. Department of Applied Chemistry, Graduate School of Science and Engineering, Tokyo Institute of Technology, 2-12-1 O-okayama, Meguro-ku, Tokyo 152-8552 (Japan), Fax: (+81) 357-342-637

  1. †

    This work was financially supported by a Grant-in-Aid from MEXT (Nos. 16750073 and 18065007) and partially supported by the G-COE program and the Asahi Glass Foundation (M.I.). A part of this work was presented in 2002 on the 49th symposium on organometallic chemistry at Kobe (Japan) (PB143).Cp*=η5-pentamethylcyclopentadienyl (η5-C5(CH3)5).

Publication History

  1. Issue published online: 28 JAN 2009
  2. Article first published online: 7 JAN 2009
  3. Manuscript Revised: 3 DEC 2008
  4. Manuscript Received: 30 OCT 2008

Funded by

  • MEXT. Grant Numbers: 16750073, 18065007
  • G-COE program
  • Asahi Glass Foundation

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Keywords:

  • alcohols;
  • enantioselectivity;
  • hydrogenation;
  • ligand effects;
  • ruthenium

Abstract

Thumbnail image of graphical abstract

Awakening of the Cp one: The bifunctional complex 1 facilitates the interaction with substrates bearing less electrophilic carbon atoms than ketones, epoxides, and imides. The title reaction was applicable to the reduction of Evans' asymmetric alkylation products to the chiral alcohols along with good recovery of the chiral oxazolidinone auxiliary. EWG=electron-withdrawing group.

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