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Solvent Effects in the Nucleophilic Substitutions of Tetrahydropyran Acetals Promoted by Trimethylsilyl Trifluoromethanesulfonate: Trichloroethylene as Solvent for Stereoselective C- and O-Glycosylations

[Image: see text] The selectivities of nucleophilic substitution reactions of tetrahydropyran acetals promoted by trimethylsilyl trifluoromethanesulfonate depend upon the reaction solvent. Polar solvents favor the formation of S(N)1 products, while nonpolar solvents favor S(N)2 products. Trichloroet...

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Detalhes bibliográficos
Publicado no:Org Lett
Main Authors: Kendale, Joanna C., Valentín, Elizabeth M., Woerpel, K. A.
Formato: Artigo
Idioma:Inglês
Publicado em: American Chemical Society 2014
Acesso em linha:https://ncbi.nlm.nih.gov/pmc/articles/PMC4334250/
https://ncbi.nlm.nih.gov/pubmed/24991982
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1021/ol501471c
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