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organic compounds
The relative and absolute stereochemistry of five compounds, ((1R,2S,4R,5S)-exo-2-acetoxy-3,3-dimethylbicyclo[3.1.0]hexan-exo-4-yl) camphanoate, C20H28O6 (I), ((1R,2S,4R,5S,6R)-exo-2-acetoxy-3,3,exo-6-trimethylbicyclo[3.1.0] hexan-exo-4-yl) camphanoate, C21H30O6 (II), ((1R,2S,4R,5S,6S)-exo-2-acetoxy-3,3,endo-6-trimethylbicyclo[3.1.0] hexan-exo-4-yl) camphanoate, C21H30O6 (III), ((1S,2S,4R,5R,6S)-exo-2-acetoxy-endo-6-(3-butenyl)-3,3,exo-6- trimethylbicyclo[3.1.0]hexan-exo-4-yl) camphanoate, C25H36O6 (IV), and ((1S,2S,4R,5R,6S)-endo-2-acetoxy-3,3,exo-6-trimethylbicyclo[3.1.0]hexan-endo-4-yl) camphanoate, C21H30O6 (V), (camphanoate is 4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylate) have been determined and the conformation of the five-membered ring of each one is discussed. These compounds were synthesized by an enantioselective esterase-catalyzed hydrolysis followed by acylation with camphanoyl chloride.