Unique biocatalytic resolution of racemic tetrahydroberberrubine via kinetic glycosylation and enantio-selective sulfationElectronic supplementary information (ESI) available: The details of isolation and identification of metabolites, NMR spectra. CCDC 851213. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c2cc32175k

In this communication, we document a facile kinetic glycosylation resolution of racemic tetrahydroberberrubine. We also demonstrate that the enantiomeric excess of the resolved products is increased via a second resolution of the minor product of the first glycosylation resolution. This provides a r...

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Bibliographic Details
Main Authors Ge, Hai-Xia, Zhang, Jian, Dong, Ying, Cui, Kai, Yu, Bo-Yang
Format Journal Article
LanguageEnglish
Published 23.05.2012
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Summary:In this communication, we document a facile kinetic glycosylation resolution of racemic tetrahydroberberrubine. We also demonstrate that the enantiomeric excess of the resolved products is increased via a second resolution of the minor product of the first glycosylation resolution. This provides a rare example of tandem kinetic resolution of racemates. In the biotransformation of tetrahydroberberrubine by Gliocladium deliquescens NRRL 1086, a facile kinetic glycosylation resolution is achieved and the enantiomeric excess of the resolved products is increased via a second resolution of the minor product of the first glycosylation resolution.
Bibliography:For ESI and crystallographic data in CIF or other electronic format see DOI
851213
10.1039/c2cc32175k
Electronic supplementary information (ESI) available: The details of isolation and identification of metabolites, NMR spectra. CCDC
ISSN:1359-7345
1364-548X
DOI:10.1039/c2cc32175k