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Synthesis, structure, and antifungal activity of dihydropyridones containing boronate esters

✍ Scribed by Francis E. Appoh; Susan L. Wheaton; Christopher M. Vogels; Felix J. Baerlocher; Andreas Decken; Stephen A. Westcott


Publisher
John Wiley and Sons
Year
2009
Tongue
English
Weight
252 KB
Volume
20
Category
Article
ISSN
1042-7163

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✦ Synopsis


Abstract

We have prepared a series of novel 2,3‐dihydro‐4‐pyridones containing boronate esters using the aza Diels–Alder reaction with Danishefsky's diene and imines derived from formylphenylboronic acids. This reaction can be carried out in moderate to high yields using Yb(OTf)~3~ as a Lewis acid catalyst. Two new boron compounds exhibited moderate antifungal activity (at 100 ΞΌg disk^βˆ’1^) using Amphotericin B as a control. Β© 2009 Wiley Periodicals, Inc. Heteroatom Chem 20:56–63, 2009; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20512


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