A Four‐Component Reaction for the Synthesis of Dioxadiazaborocines |
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| Authors: | Thomas Flagstad Mette T. Petersen Prof. Thomas E. Nielsen |
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| Affiliation: | 1. Department of Chemistry, Technical University of Denmark, 2800 Kgs. Lyngby (Denmark);2. Singapore Centre on Environmental Life Sciences Engineering, Nanyang Technological University, Singapore 637551 (Singapore) |
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| Abstract: | 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. |
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| Keywords: | boron cyclization heterocycles multicomponent reactions synthetic methods |
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