Tetrahedron Letters p. 4955 - 4958 (1995)
Update date:2022-08-03
Topics:
Solomon
Lynch
Rich
A general route for the preparation of N(α)-alkylated and N(β)- alkylated derivatives of diaminopropionic acids is described. Nucleophilic ring opening of N-tosyl aziridine-2-t-butyl carboxylate with primary amines leads to the corresponding N(β)-alkyl derivative. Reaction of the N(α)- tosyl diaminopropionic derivative with Cs2CO3 and alkyl iodide selectively produces the N(α)-alkylated compound.
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