Brønsted Acid Promoted Cyclization of Cross‐Conjugated Enynones into Dihydropyran‐4‐ones
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DOI: 10.1002/ejoc.201700423
Abstract: In triflic acid or sulfuric acid, diaryl-substituted cross-conjugated enynones undergo addition of the acid to the carbon–carbon triple bond to afford the corresponding vinyl triflates or sulfates. The vinyl triflates are stable under aqueous workup,… read more here.
Keywords: cyclization; vinyl triflates; conjugated enynones; dihydropyran ones ... See more keywords
Allylboronates from Vinyl Triflates and α-Chloroboronates by Reductive Nickel Catalysis.
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DOI: 10.1021/acs.orglett.0c01683
Abstract: Allylboronates are unique building blocks widely used in organic synthesis, but the construction of cyclic allylboranates remains a challenging subject. We demonstrate here a mild and efficient access to this type of compound through the… read more here.
Keywords: allylboronates vinyl; triflates chloroboronates; nickel catalysis; chloroboronates reductive ... See more keywords
Regio- and Stereoselective Synthesis of β-Methylthio Vinyl Triflates.
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DOI: 10.1021/acs.orglett.2c02880
Abstract: Vinyl triflates are commonly employed as electrophilic vinyl sources in complex synthesis. The triflation of enolates is commonly required for the preparation of vinyl triflates, generally under strongly basic conditions. Herein, the reaction between alkynes… read more here.
Keywords: vinyl; synthesis methylthio; methylthio vinyl; vinyl triflates ... See more keywords
Catalyst-Free and Solvent-Controlled Reductive Coupling of Activated Vinyl Triflates with Chlorotrimethylsilane by Magnesium Metal and Its Synthetic Application.
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DOI: 10.1021/acs.orglett.8b00496
Abstract: Vinylsilanes were directly prepared from the corresponding vinyl triflates under magnesium-promoted reductive conditions in THF with no transition metal catalyst, and gem-bis-silylated compounds were obtained in NMP. Investigation of the redox potential of starting materials… read more here.
Keywords: free solvent; metal; vinyl triflates; catalyst free ... See more keywords
Nickel-Catalyzed Decarboxylative Alkenylation of Anhydrides with Vinyl Triflates or Halides.
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DOI: 10.1021/acs.orglett.9b01048
Abstract: Decarboxylative cross-coupling of aliphatic acid anhydrides with vinyl triflates or halides was accomplished via nickel catalysis. This methodology works well with a broad array of substrates and features abundant functional group tolerance. Notably, our approach… read more here.
Keywords: anhydrides vinyl; catalyzed decarboxylative; decarboxylative alkenylation; vinyl triflates ... See more keywords