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Absolute stereochemical determination of 1,2-diols via complexation with dinaphthyl borinic acid.

Saeedeh Torabi KohlbouniAritra SarkarJun ZhangXiaoyong LiBabak Borhan
Published in: Chirality (2020)
Rapid derivatization of chiral 1,2-diols with dinaphthyl borinic acid (DBA) leads to a cyclic boronate, enabling the absolute stereochemical prediction via exciton-coupled circular dichroic (ECCD) of the naphthyl groups. Aryl- and alkyl-substituted 1,2-diols derivatized with DBA yield a predictable ECCD, which is also in agreement with theoretical predictions derived from computationally minimized structures.
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