Abstract The rearrangement of 10-allyl-2-oxo-Δ 1 (9), 3-hexahydronaphthalene (12) catalysed by trifluoroacetic acid and other Bronsted acids yielded almost exclusively the [3s, 3s]-products, 1-and 3-allyl-5, 6, 7, 8-tetrahydro-2-naphthol (16 and 15, respectively). The rearrangement of 12 with trifluoroacetic anhydride or acetic anhydride/sulfuric acid, yields, besides 15 and 16, appreciable amounts of the [1s, 2s]-rearrangement product, 4-allyl-5, 6 ...