Hydrolysis and intramolecular transesterification of ribonucleoside 3′-phosphotriesters: Comparison of structural effects in the reactions of asymmetric and symmetric dialkyl esters of 5′-O-pivaloyl-3′-uridylic acid

Journal of the Chemical Society. Perkin Transactions 2

Volumn , Issue 11, 1999, Pages 2433-2439

  Kosonen, Markus ^a   Seppänen, Raimo ^a   Wichmann, Oula ^a   Lönnberg, Harri ^a  

^a UNIVERSITY OF TURKU   (Finland)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0042281242     PISSN: 03009580     EISSN: None     Source Type: Journal    
DOI: 10.1039/a906700k     Document Type: Article

References (13)

1. Some recent reviews: D. M. Perrault and E. V. Anslyn, Angew. Chem., Int. Ed. Engl., 1997, 36, 432; M. Oivanen, S. Kuusela and H. Lönnberg, Chem. Rev., 1998, 98, 961; D.-M. Zhou and K. Taira, Chem. Rev., 1998, 98, 991.
2. Some recent reviews: D. M. Perrault and E. V. Anslyn, Angew. Chem., Int. Ed. Engl., 1997, 36, 432; M. Oivanen, S. Kuusela and H. Lönnberg, Chem. Rev., 1998, 98, 961; D.-M. Zhou and K. Taira, Chem. Rev., 1998, 98, 991.
3. Some recent reviews: D. M. Perrault and E. V. Anslyn, Angew. Chem., Int. Ed. Engl., 1997, 36, 432; M. Oivanen, S. Kuusela and H. Lönnberg, Chem. Rev., 1998, 98, 961; D.-M. Zhou and K. Taira, Chem. Rev., 1998, 98, 991.
4. D. M. Brown, D. I. Margath, A. H. Neilson and A. R. Todd, Nature (London), 1956, 177, 1124.
5. M. Kosonen, E. Yousefi-Salakdeh, R. Strömberg and H. Lönnberg, J. Chem. Soc., Perkin Trans. 2, 1997, 2661.
6. M. Kosonen, E. Yousefi-Salakdeh, R. Strömberg and H. Lönnberg, J. Chem. Soc., Perkin Trans. 2, 1998, 1589.
7. M. Kosonen, M. Oivanen and H. Lönnberg, J. Org. Chem., 1994, 59, 3704.
8. M. Kosonen and H. Lönnberg, J. Chem. Soc., Perkin Trans. 2, 1995, 1203.
9. M. Kosonen, K. Hakala and H. Lönnberg, J. Chem. Soc., Perkin Trans. 2, 1998, 663.
10. F. H. Westheimer, Acc. Chem. Res., 1968, 1, 70.
11. lg Value is recalculated from data presented in refs. 6 and 7.
12. a value of 2,2-difluoroethanol is taken from P. Bellinger and F. A. Long, J. Am. Chem. Soc., 1960, 82, 795.
13. a value of 2,2-difluoroethanol is taken from P. Bellinger and F. A. Long, J. Am. Chem. Soc., 1960, 82, 795.