119577-16-1Relevant academic research and scientific papers
Palladium-catalyzed SN1 reactions of secondary benzylic alcohols: Etherification, amination, and thioetherification
Miller, Kimberly J.,Abu-Omar, Mahdi M.
, p. 1294 - 1299 (2007/10/03)
The reaction of various secondary benzylic alcohols in the presence of PdII catalysts provides ethers in good to high yields, Unsymmetric ethers could also be obtained with good selectivity by coupling two different alcohols. Direct amination is observed with electron-deficient anilines, and thioethers are prepared conveniently in high yields by the direct action of thiols on sec-phenylethyl alcohol. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.
Fungal biotransformation of 1,3-oxathiolanes
Holland, Herbert L.,Munoz, Benito
, p. 2299 - 2303 (2007/10/02)
A series of 2,2-disubstituted 1,3-oxathiolanes has been incubated with fungi known to be capable of efficient asymmetric oxidation of sulfides to sulfoxides.In three cases (2-phenyl-1,3-oxathiolane, 2-methyl-2-phenyl-1,3-oxathiolane, and 2-tert-butyl-2-phenyl-1,3-oxathiolane), sulfoxidation occured to give a single diastereomer of sulfoxide, whose relative stereochemistry has been assigned by 1H nuclear magnetic resonance analysis.The sulfoxides were obtained as racemates or had low enantiomeric enrichment.In some cases ketones, assumed to be formed by spontaneous hydrolysis of oxathiolane sulfoxides, were obtained, together with their reduction products, secondary alcohols.
