Stereo- and regioselective glycosylation of 4-deoxy-ε-rhodomycinone

Filip S Ekholm; Lucas Lagerquist; Reko Leino

doi:10.1016/j.carres.2011.01.028

Stereo- and regioselective glycosylation of 4-deoxy-ε-rhodomycinone

Carbohydr Res. 2011 May 1;346(6):858-62. doi: 10.1016/j.carres.2011.01.028. Epub 2011 Feb 4.

Authors

Filip S Ekholm¹, Lucas Lagerquist, Reko Leino

Affiliation

¹ Laboratory of Organic Chemistry, Åbo Akademi University, FI-20500 Åbo, Finland.

PMID: 21371692
DOI: 10.1016/j.carres.2011.01.028

Abstract

A method for the glycosylation of anthracyclines featuring benzoylated imidate donors has been developed and utilized in the synthesis of glycosylated 4-deoxy-ε-rhodomycinone derivatives. Due to its high efficiency, regioselectivity, stereoselectivity, and operational simplicity, the method should prove valuable to researchers working with glycosylation of tetracyclic compounds.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Anthracyclines / chemistry
Glycosides / chemical synthesis
Glycosides / chemistry
Glycosylation
Molecular Structure

Substances

Anthracyclines
Glycosides
rhodomycinone