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Synthesis of sulfonyl 2-aryl-5-methylenyltetrahydropyrans

In this study, the present research describes a high-yield method for the synthesis of sulfonyl 2-aryl-5-methylenetetrahydropyrans by one-pot straightforward DABCO-promoted intramolecular Michael addition of β-sulfonyl styrene with 2-chloromethyl-1-propenol followed by intramolecular alkylation. Thi...

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Detalles Bibliográficos
Autores principales: Chang, Meng-Yang, Chen, Kuan-Ting
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10571095/
https://www.ncbi.nlm.nih.gov/pubmed/37842677
http://dx.doi.org/10.1039/d3ra06370d
Descripción
Sumario:In this study, the present research describes a high-yield method for the synthesis of sulfonyl 2-aryl-5-methylenetetrahydropyrans by one-pot straightforward DABCO-promoted intramolecular Michael addition of β-sulfonyl styrene with 2-chloromethyl-1-propenol followed by intramolecular alkylation. This Baylis–Hillman-type pathway provides a highly effective stereoselective annulation by forming one carbon–oxygen bond and one carbon–carbon bond.