68276-75-5Relevant academic research and scientific papers
Efficient synthesis of optically active β-hydroxy p-tolylsulfones with very high enantiomeric excess via CBS-oxazaborolidine-catalyzed borane reduction
Cho, Byung Tae,Kim, Dong Jun
, p. 2043 - 2047 (2001)
A simple, efficient synthesis of optically active β-hydroxy p-tolylsulfones with >99% e.e. by employing CBS-oxazaborolidine-catalyzed asymmetric borane reduction of β-keto p-tolylsulfones using N-ethyl-N-iso-propylaniline-borane complex as the borane carrier has been established.
Lipase-promoted dynamic kinetic resolution of racemic β-hydroxyalkyl sulfones
Kielbasinski, Piotr,Rachwalski, Michal,Mikolajczyk, Marian,Moelands, Marcel A. H.,Zwanenburg, Binne,Rutjes, Floris P. J. T.
, p. 2157 - 2160 (2007/10/03)
A series of racemic aryl β-hydroxyalkyl sulfones have been successfully transformed into the corresponding optically active O-acetyl derivatives in high yields (up to 80%) with enantiomeric excesses more than 99% using a dynamic kinetic resolution procedure, in which a lipase-promoted kinetic resolution is combined with a concomitant ruthenium-catalysed racemization of the substrates.
Simple synthesis of β-hydroxysulfones using polysorbate-80 as phase transfer catalyst
Maiti, A. K.,Bhattacharyya, P.
, p. 67 - 68 (2007/10/03)
A very easy and practical method for the preparation of β-hydroxysulfones has been developed by ring opening of oxirane using polysorbate-80 as phase transfer catalyst.
Polyethylene Glycol (PEG) 4000 Catalysed Regioselective Nucleophilic Ring Opening of Oxiranes - A New And Convenient Synthesis of β-Hydroxy Sulfone and β-Hydroxy Sulfide
Maiti, A. K.,Bhattacharyya, P.
, p. 10483 - 10490 (2007/10/02)
Oxiranes and sodium p-toluene sulfinate salt react smoothly in a regioselective manner in the presence of PEG4000 to furnish β-hydroxy sulfone and β-hydroxysulfide.The reaction was extended for the preparation of alkylsulfones and β-oxosulfones from alkylhalide and β-oxohalide respectively.
SYNTHESIS OF β- AND γ-HYDROXY SULFONES BY REGIOSELECTIVE OPENING OF β,γ-EPOXY SULFONES
Najera, Carmen,Sansano, Jose Miguel
, p. 3993 - 4002 (2007/10/02)
β,γ-Epoxy sulfones 1 derived from allylic sulfones react regioselectively with organomagnesium compounds in the presence or not of catalytic amounts of copper(I) bromide to afford β-hydroxy sulfones 2 or γ-tosylated allylic alcoholates 5 respectively.The Michael type addition of Grignard reagents to intermediates 5 in the presence of catalytic amount of copper(I) bromide yields γ-hydroxy sulfones 6.The PCC oxidation of β- and γ-hydroxy sulfones give β- and γ-oxo sulfones 10 and 11 respectively.In the case of γ-oxo-sulfones their treatment with DBU affords α-substituted, α, β- unsaturated carbonyl compounds.
