32140-54-8Relevant academic research and scientific papers
Metal-Free C-C Coupling of an Allenyl Sulfone with Picolyl Amides to Access Vinyl Sulfones via Pyridine-Initiated in Situ Generation of Sulfinate Anion
Omer, Humair M.,Liu, Peng,Brummond, Kay M.
, p. 7959 - 7975 (2020/07/15)
Vinyl sulfones are privileged motifs known for their biological activity and synthetic utility. Synthetic transformations to efficiently access high-value compounds with these motifs are desired and sought after. Herein, a new procedure is described to fo
Silver-catalyzed rearrangement of propargylic sulfinates to allenic sulfones
Harmataa, Michael,Huanga, Chaofeng
experimental part, p. 972 - 974 (2009/05/27)
Treatment of propargylic sulfinate esters with 2 mol% of silver hexafluoroantimonate results in the rapid formation of allenic sulfones in essentially quantitative yield.
Stereochemical studies of the palladium-catalyzed rearrangements of chiral 2-alkynyl sulfinates into chiral allenyl sulfones
Hiroi, Kunio,Kato, Fumiko
, p. 1543 - 1550 (2007/10/03)
Palladium-catalyzed reactions of diastereomerically pure chiral 2-alkynyl p-toluenesulfinates under very mild reaction conditions gave both enantiomers of optically active sulfonyl allenes in good yields with high stereospecificity. The stereochemistry of this transformation with the assistance of a palladium catalyst was determined. The conversion rate was measured by the HPLC analysis in accordance with the elapse of the reaction time, and the rather marked difference of the rate was observed between the diastereomeric sulfinates. A novel mechanism for this transformation with palladium catalysts is proposed.
Studies on the Addition of Allyl Oxides to Sulfonylallenes. Preparation of Highly Substituted Allyl Vinyl Ethers for Carbanionic Claisen Rearrangements
Denmark, Scott E.,Harmata, Michael A.,White, Kathleen S.
, p. 4031 - 4042 (2007/10/02)
Thirty-five allyl vinyl ethers bearing an arylsulfonyl anion-stabilizing group have been prepared by addition of allylic alkoxides to (arylsulfonyl)allenes.The allyl vinyl ethers are produced as either β,γ-unsaturated or α,β-unsaturated sulfones depending upon the substitution pattern of the allene and the reaction conditions.A wide variety of substitution patterns are available by using this method.Factors that control the position and stereochemistry of the vinyl ether double bond are discussed.
