137812-07-8Relevant articles and documents
Diels-Alder reactions of activated 2H-thiopyrans
Ward, Dale E.,Gai, Yuanzhu,Zoghaib, Wajdi M.
, p. 1487 - 1497 (2007/10/02)
The Diels-Alder reactivity of various 2H-thiopyrans bearing electron-donating substituents has been investigated.The approximate order of the reactivity among the 2H-thiopyrans studied was 4,6-disubstituted >> 5-substituted > 4-substituted, 3,5-disubstituted >> 3-substituted.Good yields of predominantly endo adducts are obtained with reactive dienophiles.With less reactive dienophiles, reactions are much slower and yields are attenuated due to the competing thermal decomposition of the dienes under the reaction conditions.The adducts obtained are equivalent (via desulfurization) to those from unreactive cis-substituted dienes. Key words: Diels-Alder, 2H-thiopyran.
Diels-Alder reactions of 2H-thiopyrans
Ward,Zoghaib,Rhee,Gai
, p. 845 - 848 (2007/10/02)
Oxygenated 2H-thiopyrans react with typical dienophiles to produce predominantly endo adducts in modest to high yield. The adducts can be desulfurized to give compounds equivalent to a Diels-Alder adduct of a cis-diene.