Base-catalysed rearrangements of bicyclic δ-hydroxy-αβ-enones. Part V.

Abstract
4,4a,5,6,7,8-Hexahydro-5β-hydroxy-4aβ-methylnaphthalen-2(3H)-one (1) and its 4aβ-ethyl analogue (6) rearrange in the presence of base to give a mixture of 4-alkyl-3,4-dihydronaphthalen-1(2H)-one and 4-alkyl-3,4,5,6,7,8-hexahydronaphthalen-1(2H)-one. 4aβ-Ethyl-4,4a,5,6,7,8-hexahydro-5β-hydroxy-5α-vinylnaphthalen-2(3H)-one (7) is similarly converted into 4-ethyl-3,4,6,7,9,10-hexahydrobenzocyclo-octene-1(2H),8(5H)-dione (16).

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