Issue 5, 1994

Convenient procedure for the reduction of β-enamino ketones: synthesis of γ-amino alcohols and tetrahydro-1,3-oxazines

Abstract

γ-Amino alcohols 3 can be easily synthesized in very good yields by reduction of enaminones 1 with Na in Pr1OH–tetrahydrofuran. The reaction is fast, easy to perform, inexpensive and the easily accessible starting materials provide a convenient entry to γ-amino alcohols. The relative configuration assignment of the diastereoisomeric γ-amino alcohols obtained has been established by 1H and 13C NMR studies and unequivocally assigned by their cyclic tetrahydro-1,3-oxazine derivatives 4.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1994, 537-543

Convenient procedure for the reduction of β-enamino ketones: synthesis of γ-amino alcohols and tetrahydro-1,3-oxazines

G. Bartoli, C. Cimarelli and G. Palmieri, J. Chem. Soc., Perkin Trans. 1, 1994, 537 DOI: 10.1039/P19940000537

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