Direct conversion of amino acids to oxetanol bioisosteres via photoredox catalysis

Author:

Delos Reyes Avelyn Mae V.12ORCID,Nieves Escobar Christopher S.32ORCID,Muñoz Alberto2,Huffman Maya I.24ORCID,Tan Derek S.13245ORCID

Affiliation:

1. Pharmacology Graduate Program, Weill Cornell Graduate School of Medical Sciences, Memorial Sloan Kettering Cancer Center, New York, New York 10065, USA

2. Chemical Biology Program, Sloan Kettering Institute, Memorial Sloan Kettering Cancer Center, New York, New York 10065, USA

3. Tri-Institutional PhD Program in Chemical Biology, Memorial Sloan Kettering Cancer Center, New York, New York 10065, USA

4. Tri-Institutional Chemical Biology Summer Program, Memorial Sloan Kettering Cancer Center, New York, New York 10065, USA

5. Tri-Institutional Research Program, Memorial Sloan Kettering Cancer Center, New York, New York 10065, USA

Abstract

Carboxylic acids can be converted directly to bioisosteric 3-oxetanols by leveraging the unique reactivity of photoredox catalysis. Cr-mediated and Cr-free variants of the reaction have been developed, both having quantum yields greater than 5.

Funder

National Institutes of Health

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemistry

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