Diels-Alder reactions of activated 2 H-thiopyrans

DE Ward, Y Gai, WM Zoghaib

Index: Ward, Dale E.; Gai, Yuanzhu; Zoghaib, Wajdi M. Canadian Journal of Chemistry, 1991 , vol. 69, # 10 p. 1487 - 1497

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Citation Number: 16

Abstract

The Diels-Alder reactivity of various 2 H-thiopyrans bearing electron-donating substituents has been investigated. The approximate order of reactivity among the 2 H-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 ...