Tris(trimethylsilyl)[2H]silane-triethylborane system producing the highly diastereoselective deuteration (> 99:1) of 2'-bromo-2'-deoxy- and 2'-O-phenoxythiocarbonylribonucleosides at 0°C

Tetrahedron Letters

Volumn 38, Issue 42, 1997, Pages 7369-7372

  Kawashima, Etsuko ^a   Uchida, Seishiro ^a   Miyahara, Masayoshi ^a   Ishido, Yoshiharu ^a  

^a TOKYO UNIVERSITY OF PHARMACY AND LIFE SCIENCES   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

DEUTERIUM; RIBONUCLEOSIDE;

ARTICLE; IN VITRO STUDY; ISOTOPE LABELING; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STEREOCHEMISTRY; TECHNIQUE; TEMPERATURE; THERMODYNAMICS;

EID: 0030880684     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01722-X     Document Type: Article

References (6)

1. Kawashima, E.; Aoyama, Y.; Sekine, T.; Miyahara, M.; Radwan, M. F.; Nakamura, E.; Kainosho, M.; Kyogoku, Y.; Ishido, Y. J. Org. Chem., 1995, 60, 6980 - 6986.
2. Kawashima, E.; Aoyama, Y.; Miyahara, M. Sekine, T.; Radwan, M.; Ishido, Y. Nucleosides Nucleotides, 1995, 14, 333 - 336.
3. a) Kanabus-Kaminska, J. M.; Hawarii, J. A.; Griller, D.; Chatgilialoglu, C. J. Am. Chem. Soc., 1987, 109, 5267 - 5268.
4. b) Giese B.; Kopping B.; Chatgilialoglu, C. Tetrahedron Lett., 1989, 30, 681 - 684.
5. Calculated by MacroModel Version 4.0.
6. Robins, M. J., MacCoss, M., Wilson, J. S., J. Am. Chem. Soc. 1977, 99, 4660 -4666.