Tetrahedron Letters p. 1433 - 1436 (1998)
Update date:2022-08-11
Topics:
Groundwater, Paul W.
Sharif, Toqir
Arany, Andrea
Hibbs, David E.
Hursthouse, Michael B.
Nyerges, Miklos
A novel synthesis of didehydroamino acid (DDAA) esters 4 is described, starting from aldimines 1. The mechanism for this reaction involves the cycloaddition of an azomethine ylide 2 to an imine 1, followed by the base-catalysed ring-opening of the imidazolidine intermediate 6. This method has also been extended to the synthesis of DDAA esters 4h-j catalysed by an imine 1a.
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