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A tandem process for the synthesis of β-aminoboronic acids from aziridines with haloamine intermediates†
Subin Park,Jangwoo Koo,Weonjeong Kim,Hong Geun Lee
Chemical Communications Pub Date : 02/25/2022 00:00:00 , DOI:10.1039/D2CC00808D
Abstract

An unprecedented synthetic strategy is devised to generate β-aminoboronic acids from aziridines via a sequential process involving 1,2-iodoamine formation and radical borylation under light irradiation. A variety of aziridines including multiply substituted aziridines have been successfully employed as synthetic precursors, expanding their synthetic utility compared to previous methods. Mechanistic studies suggest that the boron source plays a unique role in the borylation step, and in the formation of haloamine intermediates.

Graphical abstract: A tandem process for the synthesis of β-aminoboronic acids from aziridines with haloamine intermediates
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