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Stereochemistry of internucleotide bond formation by the H -phosphonate method. 2. Transesterification of aryl ribonucleoside H -phosphonate diesters with alcohols
| Content Provider | Semantic Scholar |
|---|---|
| Author | Sobkowski, Michal Jankowska, Jadwiga Stawinski, Jacek Kraszewski, Adam |
| Copyright Year | 2005 |
| Abstract | Aryl ribonucleoside 3’-H-phosphonates were used as model compounds in investigations of stereochemistry of an internucleotide bond formation. For all four ribonucleoside 3’-H-phosphonates studied the major diastereomers of the produced H-phosphonate diesters were found to be formed from the minor diastereomers of nucleoside aryl H-phosphonate diesters. These studies indicate the importance of an equilibrium between substrate diastereomers and can be relevant to the stereoselectivity observed in condensation reactions of ribonucleoside H-phosphonates promoted by condensing agents, e.g. pivaloyl chloride. |
| Starting Page | 183 |
| Ending Page | 187 |
| Page Count | 5 |
| File Format | PDF HTM / HTML |
| DOI | 10.1135/css200507183 |
| Volume Number | 7 |
| Alternate Webpage(s) | http://users.man.poznan.pl/msob/Transesterification%20of%20aryl%20ribonucleoside%20H-phosphonate.pdf |
| Alternate Webpage(s) | https://doi.org/10.1135/css200507183 |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |