DOI QR코드

DOI QR Code

Alumina-Supported Ruthenium Catalysts for the Racemization of Secondary Alcohols

  • Kim, Won-Hee (National Research Laboratory of Chirotechnology, Department of Chemistry, Division of Molecular and Life Science, Pohang University of Science and Technology) ;
  • Karvembu, Ramassamy (National Research Laboratory of Chirotechnology, Department of Chemistry, Division of Molecular and Life Science, Pohang University of Science and Technology) ;
  • Park, Jai-Wook (National Research Laboratory of Chirotechnology, Department of Chemistry, Division of Molecular and Life Science, Pohang University of Science and Technology)
  • Published : 2004.06.20

Abstract

Keywords

References

  1. Wang, C. H.; Whitesides, G. M. Enzymes in Synthetic OrganicChemistry; Elsevier: Amsterdam, 1994.
  2. Sheldon, R. A. Chirotechnology, Industrial Synthesis of Optically Active Compounds; Dekker: New York, 1993.
  3. Laumen, K.; Breitgoff, D.; Schneider, M. P. Chem. Commun. 1988, 1459.
  4. Pamies, O.; Backvall, J.-E. Chem. Rev. 2003, 103, 3247. https://doi.org/10.1021/cr020029g
  5. Pellissier, H. Tetrahedron 2003, 59, 8291. https://doi.org/10.1016/S0040-4020(03)01022-6
  6. Kim, M.-J.; Chung,Y. I.; Choi, Y. K.; Lee, H. K.; Kim, D.; Park, J. J. Am. Chem. Soc.2003, 125, 11494. https://doi.org/10.1021/ja036766r
  7. Wuyts, S.; Temmerman, K. D.; Vos, D. D.;Jacobs, P. Chem. Commun. 2003, 1928.
  8. Kim, M.-J.; Ahn, Y.;Park, J. Curr. Opin. Biotechnol. 2002, 13, 578. https://doi.org/10.1016/S0958-1669(02)00347-6
  9. Huerta, F. F.;Minidis, A. B. E.; Bäckvall, J.-E. Chem. Soc. Rev. 2001, 30, 321. https://doi.org/10.1039/b105464n
  10. Borman, S. Chemistry & Engineering News 2002, 80(45), 43. https://doi.org/10.1021/cen-v080n029.p043
  11. Kalliney, S. Y.; Ruggeri, M. V. WO Patent, 91/008196, 1991.
  12. House, D. W. US Patent, 5,476,964, 1995.
  13. Wuyts, S.; Vos, D. K. D.; Verpoort, F.; Delpa, D.; Gryse, R. D.;Jacobs, P. A. J. Catal. 2003, 219, 417. https://doi.org/10.1016/S0021-9517(03)00217-3
  14. Yamaguchi, K.; Mizuno, N. Chem. Eur. J. 2003, 9, 4353. https://doi.org/10.1002/chem.200304916
  15. Yamaguchi, K.; Mizuno, N. Angew. Chem. Int. Ed. 2003, 42, 1480. https://doi.org/10.1002/anie.200250779
  16. Yamaguchi, K.; Mizuno, N. Angew. Chem. Int. Ed. 2002, 41, 4538. https://doi.org/10.1002/1521-3773(20021202)41:23<4538::AID-ANIE4538>3.0.CO;2-6
  17. Hamada, T.; Torii, T.; Izawa, K.; Noyori, R.; Ikariya, T. Org.Lett. 2002, 4, 4373. https://doi.org/10.1021/ol020213o
  18. Pamies, O.; Bäckvall, J.-E. J. Org. Chem. 2002, 67, 9006. https://doi.org/10.1021/jo026157m
  19. Uehling, D. E.; Donaldson, K. H.; Deaton, D.N.; Hyman, C. E.; Sugg, E. E.; Barrett, D. G.; Hughes, R. G.;Reitter, B.; Adkison, K. K.; Lancaster, M. E.; Lee, F.; Hart, H.;Paulik, M. A.; Sherman, B. W.; True, T.; Cowman, C. J. Med.Chem. 2002, 45, 567. https://doi.org/10.1021/jm0101500
  20. Kordik, C. P.; Reitz, A. B. J. Med. Chem.1999, 42, 181. https://doi.org/10.1021/jm980521l
  21. Klibanov, A. M. Acc. Chem. Res. 1990, 23, 114. https://doi.org/10.1021/ar00172a004
  22. Acc. Chem. Res. v.23 Klibanov, A. M. https://doi.org/10.1021/ar00172a004

Cited by

  1. Chemoenzymatic Dynamic Kinetic Resolution of Alcohols and Amines vol.2010, pp.6, 2009, https://doi.org/10.1002/ejoc.200900935
  2. Heterogeneous Catalysts for Racemization and Dynamic Kinetic Resolution of Amines and Secondary Alcohols vol.53, pp.13-14, 2010, https://doi.org/10.1007/s11244-010-9512-x
  3. )-benzoin vol.4, pp.85, 2014, https://doi.org/10.1039/C4RA06751G
  4. Aqueous Phase Reforming of Industrially Relevant Sugar Alcohols with Different Chiralities vol.5, pp.5, 2015, https://doi.org/10.1021/cs501894e
  5. Heterogeneous Chemoenzymatic Catalyst Combinations for One-Pot Dynamic Kinetic Resolution Applications vol.7, pp.24, 2015, https://doi.org/10.1002/cctc.201500459
  6. Alumina-Supported Ruthenium Catalysts for the Racemization of Secondary Alcohols. vol.35, pp.45, 2004, https://doi.org/10.1002/chin.200445085
  7. Heterogeneous vanadium catalysts for racemization and chemoenzymatic dynamic kinetic resolution of benzylic alcohols vol.9, pp.10, 2007, https://doi.org/10.1039/b700187h
  8. An unexpected ruthenium complex and its unique behavior as catalyst in dynamic kinetic resolution of secondary alcohols pp.42, 2008, https://doi.org/10.1039/b811627j
  9. Highly Dispersed Ruthenium Hydroxide Supported on Titanium Oxide Effective for Liquid-Phase Hydrogen-Transfer Reactions vol.14, pp.36, 2008, https://doi.org/10.1002/chem.200801655
  10. Acylation of (R,S)-1-phenylethanol with ethyl acetate over an immobilized enzyme vol.36, pp.3, 2010, https://doi.org/10.1007/s11164-010-0127-4
  11. Mechanism of the chemo–bio catalyzed cascade synthesis of R-1-phenylethyl acetate over Pd/Al2O3, lipase, and Ru-catalysts vol.36, pp.2, 2010, https://doi.org/10.1007/s11164-010-0129-2
  12. Dynamic Kinetic Resolutions and Asymmetric Transformations by Enzyme-Metal Combo Catalysis vol.26, pp.4, 2004, https://doi.org/10.5012/bkcs.2005.26.4.515
  13. Synthetic Scope and Mechanistic Studies of Ru(OH)x/Al2O3-Catalyzed Heterogeneous Hydrogen-Transfer Reactions vol.11, pp.22, 2005, https://doi.org/10.1002/chem.200500539
  14. Recent developments in dynamic kinetic resolution vol.64, pp.8, 2004, https://doi.org/10.1016/j.tet.2007.10.080
  15. Racemization catalysts for the dynamic kinetic resolution of alcohols and amines vol.252, pp.5, 2004, https://doi.org/10.1016/j.ccr.2007.09.009
  16. Ruthenium and enzyme-catalyzed dynamic kinetic resolution of alcohols vol.12, pp.9, 2004, https://doi.org/10.1016/j.crci.2008.09.002
  17. Magnetically Recoverable Palladium Nanocatalyst for Chemoselective Olefin Hydrogenation vol.31, pp.5, 2004, https://doi.org/10.5012/bkcs.2010.31.5.1368