Synthesis of macrocyclic lactams and lactones via ring-closing olefin metathesis

Tetrahedron Letters

Volumn 39, Issue 28, 1998, Pages 4955-4958

  Goldring, William P D ^a   Hodder, André S ^a   Weiler, Larry ^a  

^a UNIVERSITY OF BRITISH COLUMBIA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ALKADIENE; ALKENE; LACTAM DERIVATIVE; MACROCYCLIC COMPOUND; MACROLIDE;

ARTICLE; CHEMICAL BOND; DRUG STRUCTURE; DRUG SYNTHESIS; GEOMETRY; REACTION ANALYSIS;

EID: 0032500161     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00966-6     Document Type: Article

References (17)

1. 1. Pandit, U. K.; Borer, B. C.; Bieräugel, H. Pure & Appl. Chem. 1996, 68, 659-662.
2. 2. Martin, S. F.; Chen, H.-J.; Courtney, A. K.; Liao, Y.; Pätzel, M.; Ramser, M. N.; Wagman, A. S. Tetrahedron 1996, 52, 7251-7264.
3. 3. Nicolaou, K. C.; He, Y.; Vourloumis, D.; Vallberg, H.; Roschangar, F.; Sarabia, F.; Ninkovic, S.; Yang, Z.; Trujillo, J. I. J. Am. Chem. Soc. 1997, 119, 7960-7973.
4. 4. Meng, D.; Bertinato, P.; Balog, A.; Su, D.-S.; Kamenecka, T.; Sorensen, E. J.; Danishefsky, S. J. J. Am. Chem. Soc. 1997, 119, 10073-70092.
5. 5. Xu, Z.; Johannes, C. W.; Houri, A. F.; La, D. S.; Cogan, D. A.; Hofilena, G. E.; Hoveyda, A. H. J. Am. Chem. Soc. 1997, 119, 10302-10316.
6. 6. Fürstner, A.; Langemann, K. Synthesis 1997, 792-803.
7. 7. Fürstner, A.; Langemann, K. J. Am. Chem. Soc. 1997, 119, 9130-9136.
8. 8. Letinas, K. E.; Salteris, B. E. J. Chem. Soc. Perkin 1 1997, 2869-2872.
9. 9. Schwab, P.; Grubbs, R. H.; Ziller, J. W. J. Am. Chem. Soc. 1996, 118, 100-110.
10. 10. Schwab, P.; France, M. B.; Ziller, J. W.; Grubbs, R. H. Angew. Chem. Int. Ed. Engl. 1995, 34, 2039-2041.
11. 13C NMR, IR, and MS and gave satisfactory elemental analysis. The minor isomers of compounds 5b and 5g, and both isomers of compound 5c could not be separated completely.
12. 12. Fu, G. C.; Grubbs, R. H. J. Am. Chem. Soc. 1992, 114, 7324-7325.
13. 13. Feldman, J.; Murdzek, J. S.; Davis, W. M.; Schrock, R. R. Organometallics 1989, 8, 2260-2265.
14. 14. Rutjes, F. P. J. T.; Schoemaker, H. E. Tetrahedron Lett. 1997, 38, 677-680.
15. 1H NMR decoupling experiments.
16. 16. Mohamadi, F.; Richards, N. G. J.; Guida, W. C.; Liskamp, R.; Caufield, C.; Chang, G.; Hendrickson, T.; Still, W. C.; J. Comput. Chem. 1990, 11, 440.
17. 17. Allinger, N. L.; Yuh, Y. H.; Lii, J.-H. J. Am. Chem. Soc. 1989, 111, 8551-8582.