Synthesis of dithymidine boranophosphates via stereospecific boronation of H-phosphonate diesters and assignment of their configuration

Journal Article (Journal Article)

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.

Full Text

Duke Authors

Cited Authors

  • Sergueeva, ZA; Sergueev, DS; Shaw, BR

Published Date

  • March 12, 1999

Published In

Volume / Issue

  • 40 / 11

Start / End Page

  • 2041 - 2044

International Standard Serial Number (ISSN)

  • 0040-4039

Digital Object Identifier (DOI)

  • 10.1016/S0040-4039(99)00088-X

Citation Source

  • Scopus