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Synthesis of Boronocysteine

Gibson, SM; Macmillan, D; sheppard, TD; (2018) Synthesis of Boronocysteine. Synlett , 29 (3) pp. 314-317. 10.1055/s-0036-1591491. Green open access

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Abstract

Herein we report the first synthesis of protected boronocysteine. The target compound was prepared via copper-catalysed diastereoselective nucleophilic borylation of a sulfinimine. After deprotection to give the amine as the hydrochloride salt, four boronocysteine amide derivatives were prepared through reaction with a variety of different active acylating agents.

Type: Article
Title: Synthesis of Boronocysteine
Open access status: An open access version is available from UCL Discovery
DOI: 10.1055/s-0036-1591491
Publisher version: http://dx.doi.org/10.1055/s-0036-1591491
Language: English
Additional information: This version is the author accepted manuscript. For information on re-use, please refer to the publisher’s terms and conditions.
Keywords: amino acids, boron, copper, imines, peptides
UCL classification: UCL > Provost and Vice Provost Offices
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry
URI: http://discovery.ucl.ac.uk/id/eprint/10025966
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