Abstract

Readily available by lipase-catalyzed kinetic resolution or from a chiral pool, β-, γ-, and δ-lactams can be used as peptide building blocks for the synthesis of C-glycosylated amino acids 1. By reaction with glycosyl dianions, metabolic stable glycosylated amino acids can be prepared diastereoselectively. Ac=acetyl; Bn=benzyl; Boc=tert-butoxycarbonyl; R=Et, Bn; R′=H, alkyl; n=1–3.

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