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Bi(OTf)(3)–, TfOH–, and TMSOTf–Mediated, One-Pot Epoxide Rearrangement, Addition and Intramolecular Silyl-Modified Sakurai (ISMS) Cascade Toward Dihydropyrans: Comparison of Catalysts and Role of Bi(OTf)(3)

Catalytic quantities of bismuth(III) triflate efficiently initiate the rearrangement of epoxides to aldehydes which subsequently react with (Z)-δ-hydroxyalkenylsilanes to afford 2,6-disubstituted-3,6-dihydro-2H-pyrans. Isolated yields of desired products using Bi(OTf)(3) were compared with yields wh...

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Detalhes bibliográficos
Main Authors: Lambert, R. Frederick, Hinkle, Robert J., Ammann, Stephen E., Lian, Yajing, Liu, Jia, Lewis, Shane E., Pike, Robert D.
Formato: Artigo
Idioma:Inglês
Publicado em: 2011
Assuntos:
Acesso em linha:https://ncbi.nlm.nih.gov/pmc/articles/PMC3359705/
https://ncbi.nlm.nih.gov/pubmed/21916500
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1021/jo201478d
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