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Stereoselective synthesis of highly functionalised P-stereogenic nucleosides via palladium-catalysed P–C cross-coupling reactions

✍ Scribed by Benjamin Whittaker; Manuel de Lera Ruiz; Christopher J. Hayes

Publisher: Elsevier Science
Year: 2008
Tongue: French
Weight: 241 KB
Volume: 49
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2008.09.102

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✦ Synopsis

We have shown that the configuration at the P-stereogenic centre in a range of H-phosphonates can be assigned using a combination of chromatographic mobility, 1 H and 31 P NMR data. We have also shown that the individual P-stereoisomers can be cross-coupled with vinyl and aryl halides, in the presence of a palladium(0) catalyst, to afford the corresponding vinyl-and arylphosphonates in a stereocontrolled manner.

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