Stereoselective Synthesis of (4S,5S)-5-Vinyloxazolidin-2-one-4-carboxylate as a β-Vinylserine Synthetic Equivalent by Vinyl Grignard Addition to an N-Tosyl Version of Garner’s Aldehyde

A highly efficient synthesis of a β-vinylserine synthetic equivalent is reported that exploits the stereodirecting effect of the N-toluenesulfonamide in an anti-diastereoselective (8.5:1) vinyl Grignard addition to an analogue of Garner’s aldehyde. Both aryl and alkyl Grignards are shown to give inc...

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Detalles Bibliográficos
Autores principales: Nolen, Ernest G., Cao, Yuqi M., Lewis, Brynn D., Powers, Madison H., Thompson, Andrew W., Bennett, John M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: 2020
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8341458/
https://www.ncbi.nlm.nih.gov/pubmed/34366570
http://dx.doi.org/10.1055/a-1308-0370

Internet

https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8341458/
https://www.ncbi.nlm.nih.gov/pubmed/34366570
http://dx.doi.org/10.1055/a-1308-0370

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