89278-07-9Relevant academic research and scientific papers
Enantioselective Synthesis of α-Thiocarboxylic Acids by Nitrilase Biocatalysed Dynamic Kinetic Resolution of α-Thionitriles
Lauder, Kate,Anselmi, Silvia,Finnigan, James D.,Qi, Yuyin,Charnock, Simon J.,Castagnolo, Daniele
, p. 10422 - 10426 (2020/07/24)
The enantioselective synthesis of α-thiocarboxylic acids by biocatalytic dynamic kinetic resolution (DKR) of nitrile precursors exploiting nitrilase enzymes is described. A panel of 35 nitrilase biocatalysts were screened and enzymes Nit27 and Nit34 were found to catalyse the DKR of racemic α-thionitriles under mild conditions, affording the corresponding carboxylic acids with high conversions and good-to-excellent ee. The ammonia produced in situ during the biocatalytic transformation favours the racemization of the nitrile enantiomers and, in turn, the DKR without the need of any external additive base.
The synthesis of α-acetoxy sulfides and their Lewis acid-mediated reactions
Kraus, George A.
, p. 2599 - 2602 (2007/10/02)
α-Acetoxy sulfides can be conveniently prepared by the reaction of dithioacetals with mercuric acetate at ambient temperature. They react with allyltrimethylsilane, enol silyl ethers, and cyanotrimethylsilane in the presence of SnCl4 to afford
A CONVENIENT METHOD FOR THE SYNTHESIS OF α-PHENYLTHIO-α,β-UNSATURATED KETONE BY STANNOUS TRIFLATE PROMOTED REARRANGEMENT OF α-SULFINYL KETONE
Akiyama, Takahiko,Iwakiri, Hiroshi,Shimizu, Makoto,Mukaiyama, Teruaki
, p. 1843 - 1846 (2007/10/02)
α-Phenylthio-α,β-unsaturated ketones are prepared in fairly good yields on treatment of α-sulfinyl ketone with stannous triflate. α-Phenylthio-α,β-unsaturated cyanides are also prepared from α-sulfinyl cyanides according to the similar procedure.
