Ruthenium in Organic Synthesis by Shun-Ichi Murahashi

By Shun-Ichi Murahashi

During this entire e-book, one of many top specialists, Shun-Ichi Murahashi, offers all of the vital features of contemporary man made chemistry utilizing Ruthenium, starting from hydrogenation to metathesis. In 14 contributions, written by way of a global authorship, readers will locate the entire details they wish approximately this attention-grabbing and awesome chemistry. the result's a top quality details resource and a crucial interpreting for everybody operating in organometallic chemistry.

From the contents:

  • Introduction (S.-I. Murahashi)
  • Hydrogenation and move Hydrogenation (M. Kitamura and R. Noyori)
  • Oxidations (S.-I. Murahashi and N. Komiya)
  • Carbon-Carbon Bond Formations through Ruthenacycle Intermediates (K. Itoh)
  • Carbon-Carbon Bond Formation through pi-Allylruthenium Intermediates (T. Mitsudo)
  • Olefin Metathesis (R. H. Grubbs)
  • Cyclopropanation (H. Nishiyama) Nucleophilic Addition to Alkynes and Reactions through Vinylidene Intermediates (P. Dixneuf)
  • Reactions through C-H Activation (N. Chatani)
  • Lewis Acid Reactions (E. P. Kundig)
  • Reactions with CO and CO2 (T. Mitsudo)
  • Isomerization of natural Substrates Catalyzed through Ruthenium Complexes (H. Suzuki)
  • Radical Reactions (H. Nagashima)
  • Bond Cleavage Reactions (S. Komiya)

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80 R. Hartmann, P. Chen, Angew. Chem. Int. Ed. 2001, 40, 3581–3585. 81 (a) T. Ohkuma, H. Ooka, T. Ikariya, R. Noyori, J. Am. Chem. Soc. 1995, 117, 10417–10418; (b) T. Ohkuma, H. Ikehira, T. Ikariya, R. Noyori, Synlett 1997, 467–468; (c) T. Ohkuma, M. Koizumi, H. Doucet, T. Pham, M. Kozawa, K. Murata, E. Katayama, T. Yokozawa, T. Ikariya, R. Noyori, J. Am. Chem. Soc. 1998, 120, 13529–13530. 82 F. Joó, J. Kovµcs, A. C. BØnyei, . Kathó, Angew. Chem. Int. Ed. 1998, 37, 969–970. 83 G. Papp, J. Elek, L.

Engl. 1997, 36, 1049–1067 91 P. V. Ramachandran, A. V. Teodorovic, H. C. Brown, Tetrahedron 1993, 49, 1725– 1738. 92 HexaPHEMP = 4,4¢,5,5¢,6,6¢-hexamethyl2,2¢-bis(diphenylphosphino)biphenyl. J. P. Henschke, M. J. Burk, C. G. Malan, D. Herzberg, J. A. Peterson, A. J. Wildsmith, C. J. Cobley, G. Casy, Adv. Synth. Catal. 2003, 345, 300–307. 93 P-Phos = 2,2¢,6,6¢-tetramethoxy-4,4¢-bis(diphenylphosphino)-3,3¢-bipyridine. J. Wu, H. Chen, W. Kwok, R. Guo, Z. Zhou, C. Yeung, A. S. C. Chan, J. Org. Chem.

Hydrogenation of an N-Boc-protected (S)-d-amino b-keto ester with an (R)-BINAP-Ru complex, followed by cyclization affords the trans-substituted lactone and its cis isomer in a 96:4 ratio [152]. A variety of keto esters other than keto carboxylic esters are usable for the substrates. e. [153]. The reactivity of the phosphonates is much higher than that of the carboxylic esters, so that the hydrogenation proceeds even at 1–4 atm of H2 at room temperature. The sense of enantioface selection is the same as that with b-keto carboxylic esters.

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