The potassium salts of certain 1-vinylcycloalk-3-en-l-ols have
been found to undergo sigmatropic ring expansion rearrangements in
HMPA. Preliminary investigations of several benzo-substituted medium
ring systems were undertaken in order to determine which of these
was best suited for further study. A synthetic sequence leading to
the formation of 5-methy1-6-viny1-7,8,9,10-tetrahydro-6-benzocyclo-octenol,
which...
3-Methyl-2,4-dioxabicyclo [3.3.1] nonane and 7-hydroxy-3-methyl-2, 4-dioxabicyclo [3.3.1] nonane were synthesized by the
method of Croxall, Glavis and Neher, although in low yields.
The structure of both compounds was proven by analytical
methods and analysis of their spectral properties.
Tentative configuration of C-3 in both compounds was
assigned on the assumption...
2-Carboxy-3(3-cyclohexen-1-yl)propionic acid, 3-(3-cyclohexen-1-yl)propionic acid and 3-(3-cyclohexen-1-yl)propionyl chloride
were prepared in sequence from ethyl-2-carbethoxy-3-(3-cyclohexen-1-yl)propionate. Cyclization of 3-(3-cyclohexen-1-yl)propionic
acid in polyphosphoric acid resulted in the formation of 4, 5, 6, 7-tetrahydroindanone which was identified by its ultraviolet spectrum
and its physical properties.
7-Bicyclo[3.3.1] nonen-2-one was prepared by a Friedel-Crafts cyclization of 3-(3-cyclohexen-1-yl)-propionyl...