Atroposelective Total Synthesis of Cihunamide B

08 September 2023, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A short, scalable synthesis towards cihunamide B (1) is reported. The feature of this report is the decagram-scale SNAr reaction of L-tryptophan derivatives followed by atroposelective Larock macrocyclization. This strategy allowed the scalable construction of a Trp-Trp cross-linkage with unprecedented atropisomerism. It has also enabled the scalable synthesis of cihunamide B (1), which is expected to be a potential antibacterial agent.

Keywords

total synthesis
atroposelective
Antibacterial Natural Products

Supplementary materials

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Supporting Information
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Experimental Procedures and Characterization of Compounds
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