Abstract: | Under the action of N-bromosuccinimide in aqueous acetone, cembrene has given a low yield of a cyclization product, the structure
and stereochemistry of the molecule of which have been established by x-ray structural analysis. In contrast to the cyclization
of cembrene under the action of formic acid, in the reaction under consideration a 1,5-hydride shift in the last stage dominates
substantially over the splitting out of a proton from the methyl group at C-4.
Novosibirsk Institute of Organic Chemistry, Siberian Division of the Russian Academy of Sciences. Translated from Khimiya
Prirodnykh Soedinenii, No. 5, pp. 687–691, September–October, 1993. |