The syntheses of b-lactams from zinc enolates of N,N-disubstituted a-aminoacid esters and imines; substituent and solvent effects

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The syntheses of b-lactams from zinc enolates of N,N-disubstituted a-aminoacid esters and imines; substituent and solvent effects
 
Koten, G. van; Steen, F.H. van der; Kleijn, H.; Jastrzebski, J.T.B.H.
(1989) Tetrahedron letters, volume 30, issue 6, pp. 765 - 768
(Article)
Abstract
A high yield synthesis of 3-(N, N-disubstituted)amino-@b-lactams based on the condensation of zinc enolates with imines is reported. With the activated Me{3}SiC@?C@?C(H)@?NSiMe{3} (3b) exclusively trans-@b-lactams are formed, whereas with PhC(H)@?NMe (3a) there are substituent and solvent effects on the product distribution.
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ISSN: 0040-4039
Publisher: Elsevier
 
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