from (la) with LDA at -20°C in THF, furnished no evi- [3] (le) was synthesized from (Id) (R. T. Taylor, L. A. Paquette. J. Org. dence for the rearrangement (2)+(7). However, this isomerization can also be detected when (la) is used as starting material: Thus, on reaction of (la) with 6 equivalents of potassium tert-butoxide in THF at 35"C, the enol ether (10) is obtained in 44% yield. Its formation can be explained in terms of the rearrangement (2)-+(7) and subsequent addition of tert-butoxide to the reactive double bond C2-C3 of (7). On addition of anthracene to the system (la)/ KO-tBu/THF and elevation of the temperature to 65 "C, ( 6 4 is formed as well as (SQ) and (l0)ls1. Chem. 43. 242 (1978)) uia metalation at position 7 by n-hutyllithium and reaction of the organometallic intermediate with p-toluenesulfonyl bromide (G. Szeimies, F. If the adduct (Sb) is included in the reaction of (Ie), KF and anthracene, then no (6b) can be detected among the end products (Sa), (6a) and (5b). Reaction of (le), KF and MOA in presence of (5a) leads to an analogous [ ' I Prof.
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