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Asymmetric Addition of Bis(homoally)zinc to the Propargyl Aldehyde Dicobalt Hexacarbonyl Complexes in the Presence of Chiral Disulfonamide Followed by Pauson-Khand Reaction

  • Stumpf, Andreas (Department of Chemistry and Division of Molecular Engineering and Chemistry, Korea University) ;
  • Hwang, Sung-Hee (Department of Chemistry and Division of Molecular Engineering and Chemistry, Korea University) ;
  • Kim, Jin-Sung (Department of Chemistry and Division of Molecular Engineering and Chemistry, Korea University) ;
  • Jeong, Nak-Cheol (Department of Chemistry and Division of Molecular Engineering and Chemistry, Korea University)
  • Published : 2004.11.20
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References

  1. Ojima, I. In Catalytic Asymmetric Synthesis; Maruoka, K., Yamamoto, H., Eds.; VCH Publishers: New York, 1993; p 413.
  2. Scheffold, R. In Modern Synthetic Methods; Noyori, R., Kitamura, M., Eds.; Springer Verlag: 1989; Vol. 5, p 115.
  3. Corey, E. J.; Crimprich, K. A. J. Am. Chem. Soc. 1994, 116, 3151 https://doi.org/10.1021/ja00086a066
  4. Pu, L.; Yu, H.-B. Chem. Rev. 2001, 101, 757. https://doi.org/10.1021/cr000411y
  5. Li, X.; Lu, G.; Kwok, W. H.; Chan, A. S. C. J. Am. Chem. Soc. 2002, 124, 12636 https://doi.org/10.1021/ja025541y
  6. Noyori, R.; Tomino, I.; Tanimoto, Y.; Nishizawa, M. J. Am. Chem. Soc. 1984, 106, 6709. https://doi.org/10.1021/ja00334a041
  7. Parker, K.; Ledeboer, M. W. J. Org. Chem. 1996, 61, 3214. https://doi.org/10.1021/jo951712o
  8. Soai, K.; Niwa, S. Chemistry Lett. 1989, 481.
  9. Niwa, S.; Soai, K. J. Chem. Soc., Perkin Trans. 1 1990, 937.
  10. Kitajima, H.; Ito, K.; Aoki, Y.; Katsuki, T. Bull. Chem. Soc. Jpn. 1997, 70, 207. https://doi.org/10.1246/bcsj.70.207
  11. Huang, W.-S.; Hu, Q.-S.; Pu, L. J. Org. Chem. 1998, 63, 1364. https://doi.org/10.1021/jo971985e
  12. Lutjens, H.; Nowotry, S.; Knochel, P. Tetrahedron:Asymmetry, 1995, 6, 2675. https://doi.org/10.1016/0957-4166(95)00355-S
  13. Seebach, D.; Beck, A. K.; Schmidt, B.; Wang, Y. M. Tetrahedron 1994, 50, 4363. https://doi.org/10.1016/S0040-4020(01)89373-X
  14. Roush, W. R.; Park, J. C. Terahedron Lett. 1991, 32, 6285. https://doi.org/10.1016/0040-4039(91)80148-Y
  15. Roush, W. R.; Park, J. C. J. Org. Chem. 1990, 55, 1143. https://doi.org/10.1021/jo00291a009
  16. Roush, W. R.; Park, J. C. Tetrahedron Lett. 1990, 31, 4707. https://doi.org/10.1016/S0040-4039(00)97712-8
  17. Ganesh, P.; Nicholas, K. M. J. Org. Chem. 1993, 58, 5587. https://doi.org/10.1021/jo00073a008
  18. Ganesh, P.; Nicholas, K. M. J. Org. Chem. 1997, 62, 1737. https://doi.org/10.1021/jo9619387
  19. Fontes, M.; Verdaguer, X.; Sola, L.; Vidal-Ferran, A.; Reddy, S.; Riera, A.; Pericas, M. A. Org. Lett. 2002, 4, 2381. https://doi.org/10.1021/ol0260268
  20. Mehta, G.; Srikrishna, A. Chem. Rev. 1997, 97, 671. https://doi.org/10.1021/cr9403650
  21. Yoshioka, M.; Kawakita, T.; Ohno, M. Tetrahedron Lett. 1989, 30, 1657. https://doi.org/10.1016/S0040-4039(00)99546-7
  22. Rozema, M. J.; Achyutharao, S.; Knochel, P. J. Org. Chem. 1992, 57, 1956. https://doi.org/10.1021/jo00033a008

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  1. Asymmetric Addition of Bis(homoallyl)zinc to the Propargyl Aldehyde Dicobalt Hexacarbonyl Complexes in the Presence of Chiral Disulfonamide Followed by Pauson?Khand Reaction. vol.36, pp.14, 2005, https://doi.org/10.1002/chin.200514072
  2. Access to Highly Functionalized Cyclopentenones via Diastereoselective Pauson-Khand Reaction of Siloxy-Tethered 1,7-Enynes vol.21, pp.21, 2019, https://doi.org/10.1021/acs.orglett.9b03255