Helvetica Chimica Acta p. 124 - 129 (1988)
Update date:2022-07-30
Topics:
Ghatak, Kanai L.
Ganter, Camille
Regioselective generation of the C(2)-carbocation a of tricyclo<4.2.2.01,5>decane (1) by treatment of both corresponding epimeric alcohols 5 and 6 with BF3 and trapping the rearranged tricyclo<5.3.0.04,8>decan-7-yl carbocation b with Et3SiH as hydride-ion donor (ionic hydrogenation) gives the corresponding hydrocarbon 3 as sole product in almost quantitative yield.The latter is a known intermediate in the Lewis-acid-catalyzed rearrangement of 1 to adamantane (4).
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