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A terpene synthesis intermediate: (±)‐5‐ethenyl‐1, 1, 4aβ‐trimethyl‐1, 2, 3, 4, 4a, 7, 8, 8aα‐octahydronaphthalene

par Coisne, J.-M. ;Pecher, Jacques
Référence Bulletin des Sociétés chimiques belges, 89, 7, page (551-557)
Publication Publié, 1980

Article révisé par les pairs

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Résumé :

An improved synthesis of (±) trans‐1, 1, 4aβ‐trimethyl‐decahydronaphthalen‐5‐one 2 is described. The relative configuration of chiral centers in 2 is indirectly ascertained by X‐ray diffraction. Three synthetic schemes for the preparation of (±) 5‐ethenyl‐1, 1, 4aβ‐trimethyl‐1, 2, 3, 4, 4a, 7, 8, 8aα‐octahydronaphthalene 1 have been experimented. Conjugated diene 1 is potentially useful for the synthesis of several triterpene compounds. Copyright © 1980 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim