89268-70-2

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 106-99-0 buta-1,3-diene 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 21179-27-1 (S)-(+)-N,N,4-trimethylbenzenesulfinamide 
• 103185-13-3 (E)-crotyl methyl carbonate 
• 106708-07-0 cis-2-butenyl (+/-)-p-toluenesulfinate 
• 106708-06-9 trans-2-butenyl (+/-)-p-toluenesulfinate 
• 7204-29-7 trans-2-butenyl acetate 
• 7204-36-6 (Z)-2-butene-1-yl acetate 

Relevant academic research and scientific papers

Palladium-Catalyzed Asymmetric Hydrosulfonylation of 1,3-Dienes with Sulfonyl Hydrazides

A highly enantio- and regioselective hydrosulfonylation of 1,3-dienes with sulfonyl hydrazides has been realized by using a palladium catalyst containing a monodentate chiral spiro phosphoramidite ligand. The reaction provided an efficient approach to synthetically useful chiral allylic sulfones. Mechanistic studies suggest that the reaction proceeds through the formation of an allyl hydrazine intermediate and subsequent rearrangement to the chiral allylic sulfone product. The transformation of the allyl hydrazine intermediate to the product is the enantioselectivity-determining step.

Iridium-catalyzed, regio- and enantioselective allylic substitution with aromatic and aliphatic sulfinates

"Chemical Equation Presented" The iridium-catalyzed allylation of sodium sulfinate to form branched allylic sulfones is reported. The reactions between various sodium sulfinates and achiral allylic carbonates occur in good yields, with high selectivity fo

ASYMMETRIC INDUCTION IN THE PALLADIUM-CATALYZED SULFONYLATION OF ALLYLIC SULFINATES AND ACETATES WITH CHIRAL PHOSPHINE LIGANDS

Treatment of allylic (+/-)-p-toluenesulfinates with tetrakis-(triphenylphosphine) palladium in the presence of chiral phosphine ligands underwent allylic sulfinate-sulfone rearrangements to give the corresponding optically active allylic sulfones in high

Palladium-catalysed Allylic Sulphinate-Sulphone Rearrangements; Asymmetric Induction in the Palladium-catalysed Transfer of Chiral Sulphinates to Sulphones

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

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

Dramatic Solvent Effects and Stereospecificity in Allylic Sulphinate-Sulphone Rearrangements

Dramatic solvent effects were observed in the thermolysis of allyl sulphinates; heating of chiral trans- and cis-allyl sulphinates (S)-(-)-(1a - g) in N,N-dimethylformamide at 90 - 120 deg C provided chiral sulphones (2a - d) in good yields with very high stereospecificity.