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Stereospecific Coupling of Boronic Esters with N‑Heteroaromatic Compounds

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journal contribution
posted on 17.12.2015, 09:26 by Josep Llaveria, Daniele Leonori, Varinder K. Aggarwal
A protocol for the stereospecific coupling of chiral secondary and tertiary boronic esters with lithiated N-heteroaromatics is described. The process involves initial boronate complex formation followed by addition of Troc-Cl, which activates the nitrogen and induces 1,2-migration. Oxidative workup furnishes the coupled product with >98% es.