Short, Chemoenzymatic Access to Cyctetryptomycin A and B

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

Abstract

A concise and chemoenzymatic synthesis of cyctetryptomycin A and B (1-2) using a Zr-catalyst and CttpC is reported. The recent discovery of cyctetryptomycin A and B (1-2) and their intriguing neuroprotective activities necessitated scalable synthesis to facilitate structure-activ-ity relationship studies. However, the synthesis of cyctetryptomycin A and B (1-2) solely by chemical reactions has proven to be impractical. Therefore, a novel approach using a short and chemoenzymatic strategy was developed to prepare cyctetryptomycin A and B (1-2) via Zr-catalyzed construction of two consecutive quaternary chiral carbons and CttpC-catalyzed direct oxidative coupling of the tryptophan moiety.

Keywords

chemoenzymatic synthesis
Zr-catalyst
total synthesis
short-step synthesis
CttpC

Supplementary materials

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Description
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Supporting Information
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Experimental Procedures and Characterization of Compounds
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