Tetrahedron

Versatilite de reactivite de lacetylene dicarbaldehyde et des aldehydes α-acetyleniques a l'egard des dienes conjugues cycliques et heterocycliques en milieu acide

A Gorgues, A Simon, A Le Coq, A Hercouet, F Corre

Index: Gorgues, A.; Simon, A.; Coq, A. Le; Hercouet, A.; Corre, F. Tetrahedron, 1986 , vol. 42, # 1 p. 351 - 370

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Citation Number: 56

Abstract

The preparation of acetylenedicarbaldehyde 1 and the corresponding mono acetal 2 is described. A comparison of their reactivity with other α-acetylenic aldehydes RC C-CHO 3 to 9 towards conjugated cydic or hetero-cydic dienes is presented. Under neutral conditions, the only expected Diels-Alder adducts I are formed. Under acidic conditions (HCO2H, CF3, CO2H or eventually AcOH) they afford the only Diel-Alder adduct I when the cyctodiene ...