27998-50-1Relevant articles and documents
Chemoenzymatic synthesis of β-hydroxyl-sulfoxides by a two-step reaction of enzymatic reduction using Pseudomonas monteilii species and sulfoxidation with chiral titanium complexe
Cui, Baodong,Yang, Min,Shan, Jing,Qin, Lei,Liu, Ziyan,Wan, Nanwei,Han, Wenyong,Chen, Yongzheng
, p. 5200 - 5206 (2017/07/28)
A two-step enantioselective synthetic strategy for the preparation of β-hydroxyl-sulfoxides has been described. With the enzymatic reduction of β-ketosulfides using Pseudomonas monteilii ZMU-T04 followed by the asymmetric sulfoxidation with Ti(OiPr)4/(S)-BINOL complexe, a wide range of corresponding β-hydroxyl-sulfoxide derivatives were smoothly obtained with excellent stereoselectivities (up to 99:1 dr and >99% ee). A plausible chelate structure of titanium complexe in the asymmetric sulfoxidation of β-hydroxyl-sulfides was also proposed on the basis of control experiments.
Effect of Intramolecular Chelation on Configurational Interconversion of Sulphur-stabilized Carbanions
Tanikaga, Rikuhei,Hamamura, Kazumasa,Hosoya, Ken,Kaji, Aritsune
, p. 817 - 818 (2007/10/02)
Sulphur-stabilized carbanions R1R2-SO undergo configurational interconversion, which is affected by intramolecular chelation and the bulk of R.
DIASTEREOSELECTIVE α-ALKYLATION OF β-HYDROXY SULFOXIDES AND ITS APPLICATION TO THE SYNTHESIS OF (+)- AND (-)-DISPARLURE
Sato, Toshio,Itoh, Takatoshi,Fujisawa, Tamotsu
, p. 5677 - 5680 (2007/10/02)
α-Alkylation of the dianions of β-hydroxy sulfoxides proceeds with high 1,2-asymmetric induction to give threo-α-alkyl-β-hydroxy sulfoxides.The utility of the present reaction was demonstrated in the asymmetric synthesis of (+)- and (-)-cis-7,8-epoxy-2-methyloctadecanes (disparlure).
