Synthesis of the Southern Tripeptide (C₁–N₁₂) of Sanglifehrins Using Asymmetric Organocatalysis

Abstract

The tripeptide southern region of the novel cyclophilin binding natural product macrolides, namely sanglifehrins, is synthesized involving asymmetric organocatalysis as chirality-inducing step. List's asymmetric α-amination was used in the synthesis of the m-hydroxyphenylalanine part, whereas α-hydrazination was used for the piperazic ester part.

GRAPHICAL ABSTRACT

Keywords:

• α-Amination
• α-hydrazination
• asymmetric organocatalysis
• peptide coupling
• tripeptide

Notes

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