An extremely mild acetate pyrolysis reaction. Novel synthesis and X-ray structure determination of 1-azaspiro[5.5]undecane derivatives

Abstract

The azaspiro oxo-urethane (4), readily available from naphthalene, is reduced to the amino-alcohol (5) whose diacetate (6), the structure of which was determined by X-ray crystallography, undergoes acetate elimination in refluxing toluene to yield the N-acetylazaspiroundecene (7).