A convenient synthesis of enaminones using tandem acetonitrile condensation, Grignard addition

Condensations of N,N-dibenzyl α-amino esters with the anion of acetonitrile followed by the addition of a Grignard reagent proceed in excellent yields. This affords rapid access to the peptidomimetic precursor α-amino enaminones in one pot from the esters. Tandem condensation of acetonitrile and Gri...

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Bibliographic Details
Published in:Tetrahedron letters 1997-06, Vol.38 (24), p.4191-4194
Main Authors: Haight, Anthony R., Stuk, Timothy L., Menzia, Jerome A., Robbins, Timothy A.
Format: Article
Language:English
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Summary:Condensations of N,N-dibenzyl α-amino esters with the anion of acetonitrile followed by the addition of a Grignard reagent proceed in excellent yields. This affords rapid access to the peptidomimetic precursor α-amino enaminones in one pot from the esters. Tandem condensation of acetonitrile and Grignard reagents to α-aminoesters leads to enaminones in one pot.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(97)00866-6