Abstract:
:Configurational stability of dinucleoside H-phosphonates and the stereochemical course of their sulfurisation in the presence of diazabicyclo[5.4.0]undec-7-ene (DBU) were investigated using 31P NMR spectroscopy. It was found that under the reaction conditions and irrespective of the type of protecting groups present in the nucleoside moieties, the H-phosphonate diesters investigated did not undergo any detectable epimerisation at the phosphorus centre, and their sulfurisation with elemental sulfur in the presence of DBU, proceeded stereospecifically. Thus, we could not confirm reports from another laboratory on a stereoselective course of sulfurisation of H-phosphonate diesters and the corresponding acylphosphonates in the presence of DBU.
journal_name
Bioorg Med Chemjournal_title
Bioorganic & medicinal chemistryauthors
Johansson T,Stawinski Jdoi
10.1016/s0968-0896(01)00140-7subject
Has Abstractpub_date
2001-09-01 00:00:00pages
2315-22issue
9eissn
0968-0896issn
1464-3391pii
S0968-0896(01)00140-7journal_volume
9pub_type
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更新日期:2016-08-15 00:00:00
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