- An unprecedented elimination-driven migration: The reductive dihalobornane-camphene rearrangement
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An organometallic counterpart of the Wagner-Meerwein rearrangement, the incarnation of an carbocationic alkyl 1,2-migration, has now been discovered. However, the structural reorganization does not occur through carbanionic intermediates, but can only be brought about by a push-pull process via 1a (see scheme).
- Garamszegi, Laszlo,Schlosser, Manfred
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p. 3173 - 3175
(2007/10/03)
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- PRENYLATION OF CAMPHENE - A CARBOCATIONIC ROUTE TO ISOSANTALENE AND ITS DERIVATIVES
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Camphene 1 is converted into 8-chloromethylcamphene 3 via Prins reaction.Treatment of 3 with zinc chloride/ether in the presence of isobutene gives the 1:1 adduct 11, from which isosantalene 7, its isomer 6, and the corresponding alcohol 5 are obtained.
- Rahman, Azizur,Baeuml, Englbert,Klein, Herbert,Mayr, Herbert
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p. 4119 - 4124
(2007/10/02)
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