2000 bridged compounds bridged compounds Q 0060 10 -095 Horner-Emmons Reaction in the Synthesis of Esters of Unsaturated Acids from Adamantane Series and Related Carcass Compounds. -Horner-Emmons reaction proves to be in principle suitable for the preparation of esters of unsaturated C-2 to C-3 carboxylic acids [cf. (III), (V)] containing bulky carcass substituents at the multiple bond. -(MIRYAN, N. I.; ISAEV, S. D.; KOVALEVA, S. A.; PETUKH, N. V.; DVORNIKOVA, E. V.; KARDAKOVA, E. V.; YURCHENKO, A. G.; Russ.
Pyrocatechol (I) is coupled with 1-bromoadamantane (II) in the presence of boron trifluoride etherate to give the mono-(III) or diadamantylpyrocatechol (IV) depending on the molar ratio. Reaction of equimolar amounts of hydroquinone (V) with (II) produces a mixture of the adamantyl derivatives (VI) and (VII). (III) and the bis(dihydroxyphenyl)adamantane (IX) are obtained from (I) and 1-hydroxyadamantane (VIII).
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