High-Pressure Promoted and Silica Gel Catalyzed Aminolysis of Epoxides with Glycine Esters
- 1 November 1994
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 23 (11) , 2159-2162
- https://doi.org/10.1246/cl.1994.2159
Abstract
A variety of epoxides are efficiently reacted with tert-butyl glycinates under high pressure conditions or by supporting on silica gel to afford the corresponding N-(β-hydroxyalkyl)glycine esters.Keywords
This publication has 24 references indexed in Scilit:
- Inexpensive reagents for the synthesis of amides from esters and for regioselective opening of epoxidesThe Journal of Organic Chemistry, 1992
- The synthetic methodology of nonracemic glycidol and related 2,3-epoxy alcoholsChemical Reviews, 1991
- Aminolead compounds as a new reagent for regioselective ring opening of epoxidesTetrahedron Letters, 1989
- Alkylation of N-trimethylsilylated primary amines with arylethylene oxides. An efficient synthesis of 1-phenethanolamines.Tetrahedron Letters, 1986
- A convenient preparation of β-amino alcohols from epoxides and halomagnesium alkylamidesTetrahedron Letters, 1985
- A convenient method for obtaining trans-2-aminocyclohexanol and trans-2-aminocyclopentanol in enantiomerically pure formThe Journal of Organic Chemistry, 1985
- Recent advances in the preparation and synthetic applications of oxiranesTetrahedron, 1983
- Facile aminolysis of epoxides with diethylaluminum amidesTetrahedron Letters, 1981
- Organic reactions at alumina surfaces. Mild and selective opening of epoxides by alcohols, thiols, benzeneselenol, amines, and acetic acidJournal of the American Chemical Society, 1977
- Base-induced rearrangement of epoxides. IV. Reaction of cyclohexene oxide with various lithium alkylamidesThe Journal of Organic Chemistry, 1972