Details

Autor(en) / Beteiligte

• Brittain, William D G
• Chapin, Brette M
• Zhai, Wenlei
• Lynch, Vincent M
• Buckley, Benjamin R
• Anslyn, Eric V
• Fossey, John S

Titel

The Bull-James assembly as a chiral auxiliary and shift reagent in kinetic resolution of alkyne amines by the CuAAC reaction

Ist Teil von

• Organic & biomolecular chemistry, 2016-11, Vol.14 (46), p.10778-10782

Ort / Verlag

England

Erscheinungsjahr

2016

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• 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.