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

Radhika, Laghuvarapu ; Chandrasekhar, Srivari (2014) Synthesis of the Southern Tripeptide (C1–N12) of Sanglifehrins Using Asymmetric Organocatalysis Synthetic Communications, 44 (24). pp. 3602-3609. ISSN 0039-7911

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Official URL: http://doi.org/10.1080/00397911.2014.947653

Related URL: http://dx.doi.org/10.1080/00397911.2014.947653

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.

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