PQS-2: ring-closing- and cross-metathesis reactions on lipophilic substrates; in water only at room temperature, with in-flask catalyst recycling

Tetrahedron

Volumn 66, Issue 5, 2010, Pages 1057-1063

  Lipshutz, Bruce H ^a   Ghorai, Subir ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMPHOPHILE; CARBENE; MACROGOL 2000; RUTHENIUM; SEBACIC ACID; UBIDECARENONE; WATER;

ARTICLE; CATALYST; CHEMICAL REACTION; CHEMICAL STRUCTURE; CROSS METATHESIS REACTION; HYDROGENATION; HYDROPHILICITY; LIPOPHILICITY; MICELLE; PRIORITY JOURNAL; REACTION ANALYSIS; RING CLOSING METATHESIS; ROOM TEMPERATURE;

EID: 73149125360     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.11.010     Document Type: Article

References (24)

1. Lipshutz B.H., and Ghorai S. Org. Lett. 11 (2009) 705-708
2. In: Anastas P.T., Heine L.G., and Williamson T.C. (Eds). Green Chemical Syntheses and Process (2000), American Chemical Society, Washington, DC
3. ACS Symp. Ser. nr. 557. In: Anastas P.T., and Farris C.A. (Eds). Bening by Design: Alternative Synthetic Design for Pollution Prevention (1994), American Chemical Society, Washington, DC
4. Morgan, A. C.; Graves, S. S.; Woodhouse, C. S.; Sikorska, M.; Walker, R.; Wilbur, D. S.; Borowy-Borowski, H. "Water Soluble Ubiquinone Compositions, Prodrugs, and Methods Relating Thereto" PCT 1996; CAN 125:123707.
5. Sheldon R.A., Arends I.W.C.E., and Hanefeld U. Green Chemistry and Catalysis (2007), Wiley-VCH, Weinheim, Germany
6. Kingsbury J.S., Harrity J.P.A., Bonitatebus P.J., and Hoveyda A.H. J. Am. Chem. Soc. 121 (1999) 791-799
7. Burtscher D., and Grela K. Angew. Chem. Int. Ed. 48 (2009) 442-454, and references therein
8. Garber S.B., Kingsbury J.S., Gray B.L., and Hoveyda A.H. J. Am. Chem. Soc. 122 (2000) 8168-8179
9. Lipshutz B.H., Ghorai S., and Aguinaldo G.T. Adv. Synth. Catal. 350 (2008) 953-956
10. Chatterjee A.K., Choi T.-L., Sanders D.P., and Grubbs R.H. J. Am. Chem. Soc. 125 (2003) 11360-11370
11. Lipshutz, B. H.; Ghorai, S.; Leong, W. W. Y. unpublished.
12. Determined by dynamic light scattering measurements using a Brookhaven Laser Light Scattering instrument.
13. Scholl M., Ding S., Lee C.W., and Grubbs R.H. Org. Lett. 1 (1999) 953-956
14. 2).
15. Lipshutz B.H., Aguinaldo G.T., Ghorai S., and Voigtritter K. Org. Lett. 10 (2009) 1325-1328
16. Kirkland T.A., and Grubbs R.H. J. Org. Chem. 62 (1997) 7310-7318
17. Schweizer E.E., and O'Neill G.J. J. Org. Chem. 30 (1965) 2082-2083
18. Castarlenas R., Vovard C., Fischmeister C., and Dixneuf P.H. J. Am. Chem. Soc. 128 (2006) 4079-4089
19. Cheng H.-Y., Sun C.-S., and Hou D.-R. J. Org. Chem. 72 (2007) 2674-2677
20. Yao Q., and Zhang Y. J. Am. Chem. Soc. 126 (2004) 74-75
21. Krafft M.E., Boñaga L.V.R., Wright J.A., and Hirosawa C. J. Org. Chem. 67 (2002) 1233-1246
22. Berlin J.M., Campbell K., Ritter T., Funk T.W., and Grubbs R.H. Org. Lett. 9 (2007) 1339-1342
23. Bouziane A., Carboni B., Bruneau C., Carreaux F., and Renaud J.-L. Tetrahedron 64 (2008) 11745-11750
24. Vyvyan J.R., Meyer J.A., and Meyer K.D. J. Org. Chem. 68 (2003) 9144-9147