Journal of the American Chemical Society

Olefins from thermal decomposition of N-sulfoximino-2-oxazolidones. A novel synthesis of bicyclo [3.3. 1] non-1-ene

M Kim, JD White

Index: Kim,M.; White,J.D. Journal of the American Chemical Society, 1977 , vol. 99, p. 1172 - 1180

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Citation Number: 39

Abstract

Abstract: 3-Amino-2-oxazolidones (7a-g) were prepared stereospecifically by condensation of 2-hydroxyalkylhydrazines (obtained by hydrazinolysis of the corresponding epoxides) with diethyl carbonate in the presence of sodium methoxide or by N-amination of a 2- oxazolidone (7a, e, hj). The appropriate oxazolidone was prepared either by condensation of a 2-hydroxyalkylamine, obtained by ammonolysis of an epoxide, with phosgene (loa) or ...