Structures of the cmphene sultones

Electron-impact study of norbornane derivatives

“…The exo-and emfo-4-methylcamphenilols, 4-methylisoborneol, and camphene hydrate-9-di were obtained in connection with other work in this laboratory. 3 The purity of most of these compounds was checked by vapor phase chromatography using 150-ft capillary columns.…”

“…The m/e 67, 81, 95, and 109 Peaks.-It has been suggested that the m/e 95 peak of isoborneol (3) arises by means of the fragmentation shown in Scheme II. 5 In general there appears to be a strong tendency for the 2-norbomyl alcohols and ketones to fragment to a cyclopentenyl ion similar to 18.…”

“…The strength of these peaks allow the assignment of a CH3CO grouping, a norbornyl ring unsubstituted at C-l and -4-7, and the ion 33. (16) The exact stereochemistry of this compound has been established by independent means 3.…”

Synthesis of phenyl 2-acryloyloxybornane-10-sulfonate diastereomers

“…The final difference electron density was 0.34 eÅ -3 . The correct choice of absolute structure was indicated by the Flack parameter value of -0.07 (8). Full crystallographic details have been deposited at the Cambridge Crystallographic Data Centre (CCDC 609071).…”

Tetrabromoepifenchone: a convenient precursor for the synthesis of chiral bicyclo[2.2.1]heptane and bicyclo[2.1.1]hexane derivatives

“…The reported chemical properties of epifenchone are limited to the reaction of the carbonyl group; the formation of a semicarbazone 28 and the reduction to a mixture of the corresponding exo-and endo-alcohols. 29 Herein we report our investigation into the chemical reactivity of tetrabromoepifenchone 1, a compound that can be obtained in high yield by the direct bromination of camphor, with the aim to explore potential synthetic pathways to a range of novel chiral scaffolds. 30 …”