79243-02-0Relevant academic research and scientific papers
Direct transformation of terminal alkynes to branched allylic sulfones
Xu, Kun,Khakyzadeh, Vahid,Bury, Timm,Breit, Bernhard
supporting information, p. 16124 - 16127 (2015/01/09)
A new strategy for the transformation of terminal alkynes to branched allylic sulfones was developed. Using a Rh(I)/DPEphos/benzoic acid catalyst system, terminal alkynes react with sulfonyl hydrazides to produce branched allylic sulfones with good to exc
Palladium-Catalyzed Allylic Sulfinate-Sulfone Rearrangements
Hiroi, Kunio,Makino, Kunitaka
, p. 1727 - 1737 (2007/10/02)
Upon treatment with a zero-valent palladium catalyst, tetrakis(triphenylphosphine)palladium, in tetrahydrofuran under mild conditions allylic p-toluenesulfinates underwent α- or γ-rearrangements of the sulfonyl group via ionic intermediates to give allylic sulfones.The regiochemistry of the rearrangements depends on the character of the intermediary allylic cationic carbons generated and the steric hindrance involved therein.Keywords - allylic sulfinate; allylic sulfone; palladium catalyst; sulfinate-sulfone rearrangement; regiochemistry; tetrakis(triphenylphosphine)palladium.
Palladium-catalysed Allylic Sulphinate-Sulphone Rearrangements; Asymmetric Induction in the Palladium-catalysed Transfer of Chiral Sulphinates to Sulphones
Hiroi, Kunio,Kitayama, Ryuichi,Sato, Shuko
, p. 303 - 305 (2007/10/02)
The rearrangement of allylic sulphinates to sulphones is facilitated by palladium catalysis, treatment of the chiral trans- and cis-allyl sulphinates (S)-(-)-(1a), -(1c), and -(1e), and (S)-(-)-(1b) and -(1d) with a catalytic amount of the palladium catal
Studies on Chiral Organo-Sulfur Compounds. II. Stereochemistry of Thermal Chiral Allyl Sulfinate-Sulfone Rearrangements
Hiroi, Kunio,Kitayama, Ryuichi,Sato, Shuko
, p. 2628 - 2638 (2007/10/02)
A highly efficient and general synthetic route to optically active sulfinates by the stereospecific boron trifluoride etherate-catalyzed esterification of sulfinamides was developed.Dramatic solvent effects were observed in the thermal transformation of allyl sulfinate derivatives to sulfones.Heating of chiral trans- and cis-allyl sulfinates, (S)-(-)-3a,c,e and (S)-(-)-3b,d,f, in N,N-dimethylformamide at 90-120 deg C provided chiral sulfones (S)-(+)- and (R)-(-)-5,6,7 in good yields, respectively, with exceedingly high stereospecificity. Keywords - asymmetric transfer; stereospecificity; chiral allyl sulfinate; chiral allyl sulfone; boron trifluoride etherate; thermolysis
