John S. Fossey is British chemist. He is a professor of synthetic chemistry at the University of Birmingham in the United Kingdom, and a visiting professor at Henan Normal University and guest professor at East China University of Science and Technology, both in China. His res...
The Bull-James assembly as a chiral auxiliary and shift reagent in kinetic resolution of alkyne amines by the CuAAC reaction.
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Organic & biomolecular chemistry, ISSN: 1477-0539, Vol: 14, Issue: 46, Page: 10778-10782
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- Biochemistry, Genetics and Molecular Biology; Chemistry
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The Bull-James boronic acid assembly is used simultaneously as a chiral auxiliary for kinetic resolution and as a chiral shift reagent for in situ enantiomeric excess (ee) determination by H NMR spectroscopy. Chiral terminal alkyne-containing amines, and their corresponding chiral triazoles formed via CuAAC, were probed in situ. Selectivity factors of up to s = 4 were imparted and measured, accurate to within ±3% when compared to chiral GC.