85870-04-8Relevant articles and documents
Sulfone Group as a Versatile and Removable Directing Group for Asymmetric Transfer Hydrogenation of Ketones
Clarkson, Guy J.,Vyas, Vijyesh K.,Wills, Martin
supporting information, p. 14265 - 14269 (2020/07/04)
The sulfone functional group has a strong capacity to direct the asymmetric transfer hydrogenation (ATH) of ketones in the presence of [(arene)Ru(TsDPEN)H] complexes by adopting a position distal to the η6-arene ring. This preference provides a
Reactions of (2S)-1-Arenesulfonyl-2-alkanol Dianions with Aldehydes. Application to the Synthesis of Enantiomerically Pure (3S)-1-Alken-3-ols and (2E,4S)-4-hydroxy-2-alkenenitriles
Tanikaga, Rikuhei,Hosoya, Ken,Kaji, Aritsune
, p. 829 - 832 (2007/10/02)
Enantiomerically pure (2S)-1-arenesulfonyl-2-alkanols (1) were prepared by yeast reduction of 1-arenesulfonyl-3-chloro-2-propanones, followed by epoxydation and alkylation.Reaction of dianions of 1 with aldehydes occurred at the pro(R) position of C(1) to give 1,3-diols, which were converted to (3S)-1-alken-3-ols or (2E,4S)-4-hydroxy-2-alkenenitriles in 100percent e.e.
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.
SULFINATES AS NUCLEOPHILES FOR THE RING-OPENING OF EPOXIDES: A CONVENIENT ROUTE TO β-HYDROXYSULFONES
Still, Ian W. J.,Ablenas, Fred J.
, p. 1103 - 1110 (2007/10/02)
It has been found that the nucleophilic ring-opening of epoxides by arenesulfinates, in the presence of magnmesium nitrate as a Lewis acid catalyst, provides a preparatively useful, convenient route to β-hydroxysulfones.
