77461-75-7Relevant articles and documents
Synthesis and Stereochemistry of 3,5-Bis(carbomethoxy)-2,6-diphenyltetrahydro-4H-thiopyran-4-ones and Derivatives
Chen, Chin H.,Reynolds, George A.,Cossar, Bernard C.
, p. 2752 - 2757 (2007/10/02)
3,5-Bis(carbomethoxy)-2,6-diphenyl-4H-thiopyran-4-one (2) and its 5,6-trans-dihydro derivative 14 were synthesized by dehydrogenation with active manganese dioxide in refluxing chloroform of the corresponding diastereoisomeric mixture of cis- and trans-2,6-diphenyltetrahydro compounds 5 and 6.The latter were prepared by the addition of hydrogen sulfide to dimethyl dibenzalacetonedicarboxylate (4).The stereochemistry and the reaction with N-chlorosuccinimide (NCS) of the diastereoisomers 5 and 6 and their corresponding sulfoxides 11 and 8 are elucidated.NCS reacted at the active methylene position in preference to the sulfide or sulfoxide function.