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Org Lett. 2016 Oct 21;18(20):5336-5339. doi: 10.1021/acs.orglett.6b02652. Epub 2016 Oct 06.

Synthesis of Bifunctional Potassium Acyltrifluoroborates.

Organic letters

Sizhou M Liu, Dmitry Mazunin, Vijaya R Pattabiraman, Jeffrey W Bode

Affiliations

  1. Laboratorium für Organische Chemie, Department of Chemistry and Applied Biosciences, ETH Zürich , 8093 Zürich, Switzerland.

PMID: 27709962 DOI: 10.1021/acs.orglett.6b02652

Abstract

New bifunctional potassium acyltrifluoroborate (KAT) substrates have been synthesized in gram scale using optimized reaction conditions. Chemoselective transformation of functional groups in the presence of an acyltrifluoroborate has been demonstrated, and orthogonal reactions of bifunctional KAT reagents are reported. This allows for the incorporation of KAT moieties into peptides and dyes.

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