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Paper | Regular issue | Vol 24, No. 12, 1986, pp.3447-3450
Published online, 1st January, 1970
DOI: 10.3987/R-1986-12-3447
Ring Openinf of Spiro[azetidin-2-one-4,2’(or 3,2’)-tricyclo[3.3.1.13,7]decanes]

George B. Mullen and Vassil St. Georgiev*

*Department of Organic Chemistry, Pharmaceutical Division, Pennwalt Corporation, Rochester, New York 14623, U.S.A.

Abstract

The facile opening of the azetidin-2-one ring of the novel spiro[azetidin-2-one-4,2’(or 3,2’)-tricyclo[3.3.1,1 3,7] decanes] 3 and 4 under acidic or alkaline conditions, is described. The reaction led to the preparation of two novel positional isomers, the heretofore difficult to obtain adamantylphenyl-β-alanines 5 and 8.