Synthesis of dithymidine boranophosphates via stereospecific boronation of H-phosphonate diesters and assignment of their configuration
Publication
, Journal Article
Sergueeva, ZA; Sergueev, DS; Shaw, BR
Published in: Tetrahedron Letters
March 12, 1999
The absolute configurations of the two dithymidine boranophosphate isomers were established by chemical correlation with the H-phosphonate isomers. All chemical transformations leading from H-phosphonate diesters to boranophosphate diesters were found to be stereospecific with retention of configuration around phosphorus. The data verify our previous assignment of R(p) and S(p) isomers of dithymidine boranophosphate made on the basis of NMR and enzymatic hydrolysis.
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Published In
Tetrahedron Letters
DOI
ISSN
0040-4039
Publication Date
March 12, 1999
Volume
40
Issue
11
Start / End Page
2041 / 2044
Related Subject Headings
- Organic Chemistry
- 3405 Organic chemistry
- 3404 Medicinal and biomolecular chemistry
- 3101 Biochemistry and cell biology
- 0305 Organic Chemistry
- 0304 Medicinal and Biomolecular Chemistry
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Sergueeva, Z. A., Sergueev, D. S., & Shaw, B. R. (1999). Synthesis of dithymidine boranophosphates via stereospecific boronation of H-phosphonate diesters and assignment of their configuration. Tetrahedron Letters, 40(11), 2041–2044. https://doi.org/10.1016/S0040-4039(99)00088-X
Sergueeva, Z. A., D. S. Sergueev, and B. R. Shaw. “Synthesis of dithymidine boranophosphates via stereospecific boronation of H-phosphonate diesters and assignment of their configuration.” Tetrahedron Letters 40, no. 11 (March 12, 1999): 2041–44. https://doi.org/10.1016/S0040-4039(99)00088-X.
Sergueeva ZA, Sergueev DS, Shaw BR. Synthesis of dithymidine boranophosphates via stereospecific boronation of H-phosphonate diesters and assignment of their configuration. Tetrahedron Letters. 1999 Mar 12;40(11):2041–4.
Sergueeva, Z. A., et al. “Synthesis of dithymidine boranophosphates via stereospecific boronation of H-phosphonate diesters and assignment of their configuration.” Tetrahedron Letters, vol. 40, no. 11, Mar. 1999, pp. 2041–44. Scopus, doi:10.1016/S0040-4039(99)00088-X.
Sergueeva ZA, Sergueev DS, Shaw BR. Synthesis of dithymidine boranophosphates via stereospecific boronation of H-phosphonate diesters and assignment of their configuration. Tetrahedron Letters. 1999 Mar 12;40(11):2041–2044.
Published In
Tetrahedron Letters
DOI
ISSN
0040-4039
Publication Date
March 12, 1999
Volume
40
Issue
11
Start / End Page
2041 / 2044
Related Subject Headings
- Organic Chemistry
- 3405 Organic chemistry
- 3404 Medicinal and biomolecular chemistry
- 3101 Biochemistry and cell biology
- 0305 Organic Chemistry
- 0304 Medicinal and Biomolecular Chemistry