86653-08-9Relevant academic research and scientific papers
Catalytic asymmetric conjugate boration of α,β-unsaturated sulfones
Moure, Abraham L.,Gomez Arrayas, Ramon,Carretero, Juan C.
experimental part, p. 6701 - 6703 (2011/07/30)
The α,β-unsaturated sulfones are suitable activated olefins in catalytic asymmetric conjugate β-boration. These substrates undergo smooth conjugate addition of bis(pinacolato)diboron [B2(pin)2] catalyzed by nonracemic CuI-diphosphine complexes to provide, upon subsequent oxidation, β-hydroxy sulfones in good yields and high enantiocontrol.
Ready Nucleophilic Ring Opening of β-Epoxy-sulphone, -sulphoxide, and -ester with Grignard Reagents
Tanikaga, Rikuhei,Hosoya, Ken,Kaji, Aritsune
, p. 836 - 837 (2007/10/02)
Treatment of β-epoxy-sulphone, -sulphoxide, and -ester with Grignard reagents and copper(I) iodide in diethyl ether-tetrahydrofuran at low temperature leads to rapid ring opening without loss of chirality.
DIANIONS OF β-HYDROXY SULFONES: NEW AND GENERAL APPROACH TO SELECTIVE SYNTHESIS OF 2(5H)-FURANONES
Tanaka, Kazuhiko,Ootake, Kazuhiko,Imai, Keisuke,Tanaka, Nobuo,Kaji, Aritsune
, p. 633 - 636 (2007/10/02)
Dianions derived from β-hydroxy sulfones are highly reactive toward a variety of electrophiles including alkyl halides, carbonyl compounds, and sodium iodoacetate.A convenient synthetic method for 4-alkyl- and 5-alkyl-2(5H)-furanones has been developed by using these dianions.A new synthetic approach to trans,3,4-bis(3-hydroxybenzyl)dihydro-2(3H)-furanone, the first lignan found in humans, via a facile reduction of 2(5H)-furanone with Mg-methanol is also described.
