Helvetica Chimica Acta

New Dienophiles: 1??Acetylvinyl Arenecarboxylates. Reactivity toward cyclopentadiene and exocyclic dienes

J Tamariz, P Vogel

Index: Tamariz, Joaquin; Vogel, Pierre Helvetica Chimica Acta, 1981 , vol. 64, # 1 p. 188 - 197

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Citation Number: 39

Abstract

Abstract The preparations of 1-acetylvinyl arenecarboxylates H 2 C= C (COCH 3) OCOR with R= phenyl, p-nitrophenyl, 2, 4-dinitrophenyl, α-and β-naphthyl are described (3). The Diels-Alder reactivity of these dienophiles toward cyclopentadiene is evaluated and compared with that of methyl vinylketone, 3-trimethylsilyloxy-, 3-ethoxy-and 3-acetoxy-3- buten-2-ones. The stereoselectivity of the cycloadditions of these dienophiles with 2, 3, 5, ...