32863-49-3Relevant academic research and scientific papers
Synthesis of 1,4-oxathian-2-ones by triton B-catalyzed one-pot reaction of epoxides with ethyl mercaptoacetate
Wechteti, Lassaad,Mekni, Nejib Hussein,Romdhani-Younes, Moufida
, p. 187 - 191 (2018/07/13)
A rapid one-pot reaction of epoxides with ethyl mercaptoacetate furnishing 1,4-oxathian-2-ones in the presence of a catalytic amount of eco-friendly triton B is reported. High regioselectivity is due to the nucleophilic attack on the less sterically hinde
LiBr catalyzed solvent-free ring expansion of epoxides to 1,4-oxathian-2-ones with α-mercaptocarboxylic acids
Singh, Atul K.,Rai, Ankita,Yadav, Lal Dhar S.
experimental part, p. 3614 - 3617 (2011/07/31)
An efficient and rapid (10-20 min) one-pot synthesis of chemically and pharmaceutically interesting 1,4-oxathian-2-ones is reported. The protocol involves LiBr catalyzed regioselective ring-opening-ring-closing reaction cascade of terminal epoxides with α
A (1)H Nuclear Magnetic Resonance Study of Alkyl- and Aryl-substituted 1,4-Oxathian-2-ones
Koskimies, Jorma K.
, p. 1449 - 1456 (2007/10/02)
(1)H N.m.r spectra for a number of alkyl- or aryl-substituted 1,4-oxathian-2-ones were analysed using the LAOCOON III program.The coupling constants imply that the C-S-C-C portion of the ring has a normal cyclohexane-like conformation which is compatible with either a classical boat or a half-chair.Chemical shift, geminal coupling constant, and long-range coupling constant evidence is presented which suggests that the former conformation is prevalent for oxathianones.Compounds with a single alkyl or phenyl substituent at C-3 or C-6 are conformationally biased, whereas the substituents at C-5 are mobile with ΔGo 1.0 and 1.7 kJ mol-1 for 5-methyl and 5-phenyl, respectively.
