Relay ring-closing metathesis (RRCM): A strategy for directing metal movement throughout olefin metathesis sequences

Journal of the American Chemical Society

Volumn 126, Issue 33, 2004, Pages 10210-10211

  Hoye, Thomas R ^a   Jeffrey, Christopher S ^a   Tennakoon, Manomi A ^a   Wang, Jizhou ^a   Zhao, Hongyu ^a  

^a University of Minnesota   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; METAL COMPLEX; RUTHENIUM COMPLEX;

ARTICLE; CATALYST; CYCLIZATION; ESTERIFICATION; RING CLOSING METATHESIS; SYNTHESIS;

ALKENES; CYCLIZATION; CYCLOPARAFFINS; RUTHENIUM;

EID: 4143062538     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja046385t     Document Type: Article

References (20)

1. (a) Zhao, H., Ph.D. Thesis, University of Minnesota, Minneapolis, Minnesota, 2000.
2. (b) Tennakoon, M. A., Ph.D. Thesis, University of Minnesota, Minneapolis, Minnesota, 2001.
3. (c) Danielson, M. E., Ph.D. Thesis, University of Minnesota, Minneapolis, Minnesota, 2003.
4. (d) Hoye, T. R.; Wang, J. Abstracts of Papers, 226th National Meeting of the American Chemical Society, Sept 7-11, 2003, New York; American Chemical Society: Washington, DC, 2003; ORGN-670.
5. 2)Ru=CHPh]: Schwab, P.; Grubbs, R. H.; Ziller, J. W. J. Am. Chem. Soc. 1996, 118, 100-110.
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7. For recent reports where this strategy was used to an advantage in improving the efficiency (directionality) of metathesis cross-coupling and macrocylization reactions, respectively, see: (a) Hansen, E. C.; Lee, D. Org. Lett. 2004, 6, 2035-2038.
8. (b) Wang, X.; Bowman, E. J.; Bowman, B. J.; Porco, J. A., Jr. Angew. Chem., Int. Ed. 2004, 43, 3601-3605.
9. See also (c) Randl, S.; Gessler, S., Wakamatsu, H.; Blechert, S. Synlett 2001, 430-432.
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12. For reaction conditions see Supporting Information.
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15. 2 sparging and vigorous reflux), truncation products such as 19 were frequently formed as terminal events.
16. Ref 2b: and Ackermann, L.; Fürsmer, A.; Weskamp, T.; Kohl, F. J.; Herrmann, W. A. Tetrahedron Lett. 1999, 40, 4787-4790.
17. (a) Kim, S.-H.; Bowden, N.; Grubbs, R. H. J. Am. Chem. Soc. 1994, 116, 10801-10802.
18. (b) Poulsen, C. S.; Madsen, R. Synthesis 2003, 1-18.
19. (c) Morí, M. In Handbook of Metathesis; Grubbs, R. H., Ed.; Wiley-VCH: Weinheim, Germany, 2003; Vol. 2, pp 176-204.
20. (d) Diver, S. T.; Giessert, A. J. Chem. Rev. 2004, 104, 1317-1382 and references therein.