Tetrahedron

L'epoxy-pyronène: Synthon d'accès aux cyclocitrals et aux ionones et précurseur de nouveaux composés terpénoïdes

F Marc, B Soulet, D Serramedan, B Delmond

Index: Marc; Soulet; Serramedan; Delmond Tetrahedron, 1994 , vol. 50, # 11 p. 3381 - 3388

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Citation Number: 18

Abstract

The selective obtention of epoxy-pyronene from δ-pyronene has been realized using metachloroperbenzoïc acid. The isomerization of this epoxydic compound with Lewis and protonic acids and on active alumina has been studied leading to cyclocitrals. Ionones are obtained from epoxy-pyronene by homologation with various C3 units, in the presence of paratoluenesulfonic acid in order to obtain β-cyclocitral in situ. New terpenic compounds ...