References
- Shimizu , M. , Tanaka , H. , Hayakawa , H. and Miyasaka , T. 1990 . Tetrahedron Lett. , 31 : 1295 For a recent example
- Tanaka , H. , Matsuda , A. , Iijima , S. , Hayakawa , H. and Miyasaka , T. 1983 . Chem. Pharm. Bull. , 31 : 2164
- Tanaka , H. , Hayakawa , H. , Obi , K. and Miyasaka , T. 1986 . Tetrahedron , 42 : 4187
- Herdewijn , P. , Van Aerschot , A. and Kerremans , L. 1989 . Nucleosides & Nucleotides , 8 : 65 For a recent review
- Hayakawa , H. , Takai , F. , Tanaka , H. , Miyasaka , T. and Yamaguchi , K. 1990 . Chem. Pharm. Bull. , 38 : 1136
- Marumoto , R. and Honjo , M. 1974 . Chem. Pharm. Bull. , 22 : 128
- Robins , M. J. and Trip , E. M. 1974 . Tetrahedron Lett. , : 3369 Compound 5 has been synthesized from an O 2,2′-cyclouridine derivative (7) by treatment with KOBu-t, /DMF
- Compound 5 gradually underwent further elimination in CDCl3 to give a furan derivative
- Hayakawa , H. , Tanaka , H. , Maruyama , Y. and Miyasaka , T. 1985 . Chem. Lett. , : 1401
- Pieper , U. , Walter , S. , Klingebiel , U. and Stalke , D. 1990 . Angew. Chem. Int. Ed. Engl. , 29 : 209 For an interaction between Li and F
- 5 Treatment of 2 with excess amount of NaOEt in EtOH at room temperature did not give
- Fraser , R. R. , Baignée , A. , Bresse , M. and Hata , K. 1982 . Tetrahedron Lett. , 23 : 4195 LTMP is reported to be 1.6 pK, units more basic than LDA
- Lappert , M. F. , Slade , M. J. , Singh , A. , Atwood , J. L. , Rogers , R. D. and Shakir , R. 1983 . J. Am. Chem. Soc. , 105 : 302
- Krizan , T. D. and Martin , J. C. 1983 . J. Am. Chem. Soc. , 105 : 6155 For an example of in situ, trapping of lithiated species with TMSCl
- The isomeric 2′,6-bis-TMS derivative was also formed in 7% yield
- Neither TMSCl alone nor TMSC1/2,2,6,6-tetramethylpiperidine effected C-2′ silylation of 5(in THF, below −70 °C)
- Crystal data of 10, are as follows: space group P21 (monoclinic), Z, = 2, a = 19.552(5), b = 7.231(2), c = 13.388(1) Å, β = 99.52(1) °, V = 1866.9(8) Å3, Dc , = 1.094 gcm−3
- In addition to 10, an unstable product was detected by TLC, which decomposed on attempted purification by silica gel column chromatography