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

Authors

  • Masato Ito Prof. Dr.,

    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
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  • Lee Wei Koo,

    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
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  • Akio Himizu,

    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
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  • Chika Kobayashi,

    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
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  • Ayaka Sakaguchi,

    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
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  • Takao Ikariya Prof. Dr.

    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
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  • 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).

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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