F. Jafarpour, H. Pirelahi
Mar 13, 2006
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Influential Citations
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Journal
Tetrahedron
Abstract
Abstract The stereochemical aspects and photochemistry of a series of 2,4,4,6-tetrasubstituted-4 H -thiopyran-1-oxides are described. Substitution-induced changes to the sulfinyl group stereomutation and the ring conformation are investigated. The sulfoxides were configurationally stable at a wide thermal range, but underwent photocatalysed stereomutation at sulfur without concomitant isomerization at C-4. In almost all cases the trans isomer predominated at equilibrium. The theoretical studies are in close agreement with experimental results.