Preparation of 3??azetidinols with non??bulky 1??alkyl substituents

…, QL Eaton, L Worth, MV Peterson

Index: Higgins, Robert H.; Eaton, Quentin L.; Worth, Leroy; Peterson, Myra V. Journal of Heterocyclic Chemistry, 1987 , vol. 24, p. 255 - 259

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Citation Number: 22

Abstract

Abstract Cyclization of either the tetrahydropyranyl or trimethylsilyl ether of 1-(alkylamino)-3- chloro-2-propanols 1 followed by cleavage of the azetidinyl ether provides a general method for the preparation of 1-alkyl-3-azetidinols. Unhindered amines provide a more facile preparation of derivatives of 1, or its ethers, than do hindered amines, while hindered derivatives of 1 undergo more facile ring closure.