DOI QR코드

DOI QR Code

An Easy and Convenient Synthesis of Optically Active β-Amino Alcohols and 1,2-Diamines. Applications in Enantioselective Deprotonation of Cyclohexene Oxide

  • Published : 2003.11.20

Abstract

Keywords

References

  1. Bergmeier, S. C. Tetrahedron 2000, 56, 2561. https://doi.org/10.1016/S0040-4020(00)00149-6
  2. Ager, D. J.; Prakash, I.; Schaad, D. R. Chem. Rev. 1996, 96,835. https://doi.org/10.1021/cr9500038
  3. Lucet, D.; Gall, T. L.; Mioskowski, C. Angew.Chem. Int. Ed. 1998, 37, 2580. https://doi.org/10.1002/(SICI)1521-3773(19981016)37:19<2580::AID-ANIE2580>3.0.CO;2-L
  4. Noyori, R.; Suga, S.; Kawai, K.; Okada, S.;Kitamura, M.; Oguni, N.; Hayashi, M.; Kaneko, T.; Matsuda, Y. J.Organomet. Chem. 1990, 382, 19. https://doi.org/10.1016/0022-328X(90)85212-H
  5. Pu, L.; Yu, H.-B. Chem.Rev. 2001, 101, 757. https://doi.org/10.1021/cr000411y
  6. Rossiter, B. E.; Eguchi, M.; Miao, G.; Swingle, N. M.;Hernandez, A. E.; Vickers, D.; Fluckiger, E.; Patterson, R. G.;Reddy, K. E. Tetrahedron 1993, 49, 965. https://doi.org/10.1016/S0040-4020(01)86278-5
  7. Miao, G.; Rossiter, B.E. J. Org. Chem. 1995, 60, 8424. https://doi.org/10.1021/jo00131a022
  8. Harries, C. E.; Fisher, G. B.;Beardsly, D.; Lee, L.; Goralski, C. T.; Nicholson, L. W.; Singaram,B. J. Org. Chem. 1994, 59, 7746. https://doi.org/10.1021/jo00104a034
  9. O’Brien, P. J. Chem. Soc. Perkin 1 1998, 1439 and references cited therein.
  10. Oguni, N.; Matsuda, Y.; Kaneko, T. J. Am. Chem. Soc. 1988,110, 7877. https://doi.org/10.1021/ja00231a049
  11. Miyano, S.; Lu, L. D.-L.; Viti, S. M.; Sharpless, K.B. J. Org. Chem. 1985, 50, 4350. https://doi.org/10.1021/jo00222a030
  12. Saravanan, P.; Bisai, A.; Baktharaman, S.; Chandrasechar, M.;Singh, V. K. Tetrahedron 2002, 58, 4693. https://doi.org/10.1016/S0040-4020(02)00376-9
  13. Bhuniya, D.; DattaGupta, A.; Singh, V. K. J. Org. Chem. 1996,61, 6108. https://doi.org/10.1021/jo960244v
  14. Bhuniya, D.; Singh, V. K. Synth. Commun. 1994, 24,1475. https://doi.org/10.1080/00397919408011752
  15. Cho, B. T.; Chun, Y. S. Tetrahedron: Asymmetry 1992, 3, 341. https://doi.org/10.1016/S0957-4166(00)80269-4
  16. De Sousa, S. E.; OBrien, P.; Poumellec, P. Tetrahedron: Asymmetry1997, 8, 2613. https://doi.org/10.1016/S0957-4166(97)00277-2
  17. Cho, B. T.; Kang, S. K.;Yang, W. K. Bull. Korean Chem. Soc.2002, 23, 1328. https://doi.org/10.5012/bkcs.2002.23.9.1328
  18. Cho, B. T.; Kang, S. K.; Shin, S. H. Bull. Korean Chem. Soc.2002, 23, 1693. https://doi.org/10.5012/bkcs.2002.23.12.1693
  19. Cho, B. T.; Yang, W. K.; Choi, O. K. J. Chem. Soc., Perkin Trans.1 2001, 1204.
  20. J. Chem. Soc., Perkin Trans. 1 Cho, B. T.;Yang, W. K.;Choi, O. K.

Cited by

  1. Enantioselective Synthesis of α-Hydroxy Amides and β-Amino Alcohols from α-Keto Amides vol.21, pp.51, 2015, https://doi.org/10.1002/chem.201503569
  2. Efficient access to chiral 1,2-amino alcohols via Ir/f-amphox-catalyzed asymmetric hydrogenation of α-amino ketones vol.4, pp.8, 2017, https://doi.org/10.1039/C7QO00237H
  3. Selective Asymmetric Transfer Hydrogenation of α-Substituted Acetophenones with Bifunctional Oxo-Tethered Ruthenium(II) Catalysts pp.16154150, 2017, https://doi.org/10.1002/adsc.201701227
  4. An Easy and Convenient Synthesis of Optically Active β-Amino Alcohols and 1,2-Diamines. Applications in Enantioselective Deprotonation of Cyclohexene Oxide. vol.35, pp.17, 2004, https://doi.org/10.1002/chin.200417034
  5. Efficient Synthesis of Optically Active 2-N-Boc (or Cbz)-amino-1-arylethanols as Key Intermediates for Synthesis of Chiral Drugs via Asymmetric Reduction vol.25, pp.5, 2004, https://doi.org/10.5012/bkcs.2004.25.5.747