A stereoselective synthesis of dinucleotide phosphorothioates, using chiral indol-oxazaphosphorine intermediates

Tetrahedron Letters

Volumn 38, Issue 22, 1997, Pages 3797-3800

  Wang, Jian Chao ^a   Just, George ^a  

^a MCGILL UNIVERSITY   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

DINUCLEOTIDE; PHOSPHOROTHIOIC ACID DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; STEREOCHEMISTRY; STEREOSPECIFICITY; SYNTHESIS;

EID: 0030990479     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00749-1     Document Type: Article

References (7)

1. J.-C. Wang and G. Just, Tetrahedron Lett. 1997, 38, 705.
2. N. D. Sinha, J. Biernat and H. Koster, Tetrahedron Lett. 1983, 24, 5843.
3. N. D. Sinha, J. Biernat, J. McManus and H. Koster, Nucleic Acids Res. 1984, 12, 4539.
4. R. P. Iyer, D. Yu, T. Devlin, N.-H. Ho, and S. Agrawal, J. Org. Chem. 1995, 60, 5388.
5. R. P. Iyer, D. Yu, N.-H. Ho, W. Tan, and S. Agrawal, Tetrahedron: Asymmetry 1995, 6, 1051.
6. The stereochemistry of standard Rp and Sp-9 samples, made by E. Marsault and Y. Jin in our lab, was confirmed by snake venom phosphodiesterase digestion and HPLC analysis carried out at ISIS Pharmaceuticals (Carlsbad, CA) by Ms. Alice Symons. See Y. Jin, G. Biancotto, and G. Just, Tetrahedron Lett. 1996, 37, 973, and E. Marsault, Ph.D. Thesis, McGill University, 1996.
7. The stereochemistry of standard Rp and Sp-9 samples, made by E. Marsault and Y. Jin in our lab, was confirmed by snake venom phosphodiesterase digestion and HPLC analysis carried out at ISIS Pharmaceuticals (Carlsbad, CA) by Ms. Alice Symons. See Y. Jin, G. Biancotto, and G. Just, Tetrahedron Lett. 1996, 37, 973, and E. Marsault, Ph.D. Thesis, McGill University, 1996.