A four-component reaction for the synthesis of dioxadiazaborocines
Petersen, Mette Terp
Nielsen, Thomas Eiland
Date of Issue2015-07-13
Singapore Centre on Environmental Life Sciences Engineering
A four-component reaction for the synthesis of heterocyclic boronates is reported. Readily available hydrazides, α-hydroxy aldehydes, and two orthogonally reactive boronic acids are combined in a single step to give structurally distinct bicyclic boronates, termed dioxadiazaborocines (DODA borocines). In this remarkable process, one boronic acid reacts as a carbon nucleophile and the other as a boron electrophile to provide enantio- and diastereomerically pure heterocyclic boronates with multiple stereocenters in high yields.
Angewandte Chemie International Edition
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