Oxymercuration. Substituted 9‐oxabicyclo[4.2.1]‐ and 9‐ oxabicyclo[3.3.1]nonanes

Abstract

Abstract Oxymercuration of cis , cis ‐1, 5‐cyclooctadiene ( 1 ), followed by treatment with potassium iodide and subsequent reaction with iodine, leads to six isomeric diiodides which represent the three possible stereoisomers 2 , 3 , and 4 of 2, 5‐diiodo‐9‐oxabicyclo[4.2.1]nonane as well as 5 , 6 , and 7 of 2, 6‐diiodo‐9‐oxabicyclo[3.3.1]nonane. The isolation, structure determination and some reactions of these diiodo compounds 2 – 7 are described.