The Multiple Facets of Iodine(III) Compounds in an Unprecedented Catalytic Auto-amination for Chiral Amine Synthesis

Julien Buendia, Gwendal Grelier, Benjamin Darses, Amanda G. Jarvis, Frédéric Taran, Philippe Dauban

Research output: Contribution to journalArticlepeer-review

Abstract

Iodine(III) reagents are used in catalytic one-pot reactions, first as both oxidants and substrates, then as cross-coupling partners,to afford chiral polyfunctionalized amines. The strategy relies on an initial catalytic auto C(sp3)-H amination of the iodine(III) oxidant, which delivers an amine-derived iodine(I)product that is subsequently used in palladium-catalyzed cross-couplings to afford a variety of useful building blocks with high yields and excellent stereose-lectivities. This study demonstrates the concept of self-amination of the hypervalent iodine reagents, which increases the value of the aryl moiety.
Original languageEnglish
Pages (from-to)7530-7533
JournalAngewandte Chemie International Edition
Volume55
Issue number26
Early online date9 May 2016
DOIs
Publication statusPublished - 20 Jun 2016
Externally publishedYes

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