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

Publication date

1989

Authors

Koten, G. van
Steen, F.H. van der
Kleijn, H.
Jastrzebski, J.T.B.H.

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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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