Sub-stoichiometric reductive etherification of carbohydrate substrates and one-pot protecting group manipulation

In this study, we report a new reductive etherification procedure for protection of carbohydrate substrates and its application for one-pot preparation of glycosyl building blocks. The reported procedure features the use of polymethylhydrosiloxane (PMHS) as a sub-stoichiometric reducing agent, which...

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Veröffentlicht in:Organic & biomolecular chemistry 2020-04, Vol.18 (16), p.3135-3141
Hauptverfasser: Chen, Chiao Wen, Wang, Ching Chi, Li, Xin Ru, Witek, Henryk, Mong, Kwok-Kong Tony
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Sprache:eng
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Zusammenfassung:In this study, we report a new reductive etherification procedure for protection of carbohydrate substrates and its application for one-pot preparation of glycosyl building blocks. The reported procedure features the use of polymethylhydrosiloxane (PMHS) as a sub-stoichiometric reducing agent, which prevents the transilylation side reaction and improves the efficiency of the reductive etherification method. Application of the PMHS reductive etherification procedure for one-pot protecting group manipulation are described. Polymethylhydrosiloxane (PMHS): a sub-stoichiometric reducing agent for reductive etherification of carbohydrate substrates and its application for one-pot protecting group manipulation
ISSN:1477-0520
1477-0539
DOI:10.1039/d0ob00252f