Comparative evaluation of enantiocontrol for intramolecular cyclopropanation of diazoacetates with chiral CuI, RhII and RuII catalysts

Chemical Communications

Volumn , Issue 2, 1997, Pages 211-212

  Doyle, Michael P ^a   Peterson, Chad S ^a   Zhou, Qi Lin ^b   Nishiyama, Hisao ^c  

^a TRINITY UNIVERSITY   (United States)

^b EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

^c TOYOHASHI UNIVERSITY OF TECHNOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 1542500184     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a606893f     Document Type: Article

References (16)

1. M. P. Doyle, in Comprehensive Organometallic Chemistry II, ed. L. S. Hegedus, Pergamon Press, New York, 1995, vol. 12, ch. 5; M. P. Doyle, in Catalytic Asymmetric Synthesis, ed. I. Ojima, VCH Publishers, New York, 1993, ch. 3.
2. M. P. Doyle, in Comprehensive Organometallic Chemistry II, ed. L. S. Hegedus, Pergamon Press, New York, 1995, vol. 12, ch. 5; M. P. Doyle, in Catalytic Asymmetric Synthesis, ed. I. Ojima, VCH Publishers, New York, 1993, ch. 3.
3. A. Pfaltz, Acc. Chem. Res., 1993, 26, 39.
4. R. E. Lowenthal and S. Masamune, Tetrahedron Lett., 1991, 32, 7373; D. A. Evans, K. A. Woerpel and M. J. Scott, Angew. Chem., Int. Ed. Engl., 1992, 31, 430; D. Müller, G. Umbricht, D. Weber and A. Pfaltz, Helv. Chim. Acta, 1991, 74, 232.
5. R. E. Lowenthal and S. Masamune, Tetrahedron Lett., 1991, 32, 7373; D. A. Evans, K. A. Woerpel and M. J. Scott, Angew. Chem., Int. Ed. Engl., 1992, 31, 430; D. Müller, G. Umbricht, D. Weber and A. Pfaltz, Helv. Chim. Acta, 1991, 74, 232.
6. R. E. Lowenthal and S. Masamune, Tetrahedron Lett., 1991, 32, 7373; D. A. Evans, K. A. Woerpel and M. J. Scott, Angew. Chem., Int. Ed. Engl., 1992, 31, 430; D. Müller, G. Umbricht, D. Weber and A. Pfaltz, Helv. Chim. Acta, 1991, 74, 232.
7. H. Nishiyama, Y. Itoh, Y. Sugaware, H. Matsumoto, K. Aoki and K. Itoh, Bull. Chem. Soc. Jpn., 1995, 68, 1247; S.-B. Park, K. Murata, H. Matsumoto and H. Nishiyama, Tetrahedron: Asymmetry, 1995, 6, 2487.
8. H. Nishiyama, Y. Itoh, Y. Sugaware, H. Matsumoto, K. Aoki and K. Itoh, Bull. Chem. Soc. Jpn., 1995, 68, 1247; S.-B. Park, K. Murata, H. Matsumoto and H. Nishiyama, Tetrahedron: Asymmetry, 1995, 6, 2487.
9. M. P. Doyle, R. E. Austin, A. S. Bailey, M. P. Dwyer, A. B. Dyatkin, A. V. Kalinin, M. M. Y. Kwan, S. Liras, C. J. Oalmann, R. J. Pieters, M. N. Protopopova, C. E. Raab, G. H. P. Roos, Q.-L. Zhou and S. F. Martin, J. Am. Chem. Soc., 1995, 117, 5763.
10. M. P. Doyle, W. R. Winchester, J. A. A. Hoorn, V. Lynch, S. H. Simonsen and R. Ghosh, J. Am. Chem. Soc, 1993, 115, 9968.
11. D. A. Evans, K. A. Woerpel, M. M. Hinman and M. M. Faul, J. Am. Chem. Soc., 1991, 113, 726.
12. G. J. Kubas, Inorg. Synth., 1979, 19, 90.
13. T. G. Grant, M. C. Noe and E. J. Corey, Tetrahedron Lett., 1995, 36, 8745.
14. L. E. Overman was the first to report that high enantiocontrol was achieved in Cu(OTf)/2 catalysed reactions of 4e: 209th National Meeting of the American Chemical Society, Anaheim, California, April 2-6, 1995; ORGN-172.
15. M. P. Doyle, Q.-L. Zhou, A. B. Dyatkin and D. A. Ruppar, Tetrahedron Lett., 1995, 36, 7579.
16. M. P. Doyle, C. S. Peterson and D. L. Parker, Jr., Angew. Chem., Int. Ed. Engl., 1996, 35, 1334.