Tetrahedron

The acid-catalyzed hydrolysis of 3-oxetanols: An hydroxymethyl group migration in the conversion of 2, 2, 3-trimethyl-3-oxetanol into 3-methyl-3-hydroxymethyl-2- …

J Kagan, JT Przybytek

Index: Kagan,J.; Przybytek,J.T. Tetrahedron, 1973 , vol. 29, p. 1163 - 1167

Full Text: HTML

Citation Number: 7

Abstract

The acetone photodimer 2, 2, 3-trimethyl-3-oxetanol was synthesized by photocyclization of isopropyloxyacetone and of 3-methyl-3-methoxy-2-butanone. The oxetanol was very sensitive to acids, and it rearranged to 3-hydroxymethyl-3-methyl-2-butanone by ring opening and migration of the hydroxymethyl group.

Related Articles:

Chemistry of. alpha.-halogenated imines. Part 31. Formation of. alpha.-cyanoaziridines and 1-(alkylamino) cyclopropanecarbonitriles by cyanation of. alpha.-halo …

[De Kimpe, Norbert; Sulmon, Paul; Verhe, Roland; De Buyck, Laurent; Schamp, Niceas Journal of Organic Chemistry, 1983 , vol. 48, # 23 p. 4320 - 4326]

The Preparation and Some Reactions of α-t-Acetylenic Ethers1

[Hennion,G.F.; Boisselle,A.P. Journal of Organic Chemistry, 1961 , vol. 26, p. 2677 - 2681]

More Articles...