Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 137, Issue 34, Pages 10958-10961Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b07842
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Funding
- European Union for Beatriu de Pinos fellowhip
- EPSRC [EP/I038071/1]
- Bristol University
- EPSRC [EP/K03927X/1, EP/I038071/1, EP/K035746/1] Funding Source: UKRI
- Engineering and Physical Sciences Research Council [EP/K03927X/1, EP/I038071/1, EP/K035746/1] Funding Source: researchfish
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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.
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