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

Authors :
Xiaoyong Li
Babak Borhan
Saeedeh Torabi Kohlbouni
Jun Zhang
Aritra Sarkar
Source :
Chirality. 32:817-823
Publication Year :
2020
Publisher :
Wiley, 2020.

Abstract

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.

Details

ISSN :
1520636X and 08990042
Volume :
32
Database :
OpenAIRE
Journal :
Chirality
Accession number :
edsair.doi.dedup.....da26e903a09407ff3f08277ae5754561