[show abstract][hide abstract] ABSTRACT: The total synthesis of the thiopeptide antibiotic, thiocillin I, is described. This work unequivocally defines the full structure (constitution and configuration) of the natural product as 1.
Journal of the American Chemical Society 03/2011; 133(15):5900-4. · 10.68 Impact Factor
[show abstract][hide abstract] ABSTRACT: The oxidation of 2-methylthiazoles to 2-formylthiazoles simplifies the implementation of the Bagley variant of the Bohlmann-Rahtz reaction as a key step in a concise new route to pyridine cores of thiopeptide antibiotics.
The Journal of Organic Chemistry 08/2009; 74(15):5750-3. · 4.56 Impact Factor
[show abstract][hide abstract] ABSTRACT: Iodobenzene diacetate in MeOH containing a catalytic amount of TFA efficiently oxidizes aldoximes to nitrile oxides. The latter may be trapped in situ with olefins in a bimolecular or an intramolecular mode. The new method enables the execution of tandem oxidative dearomatization of phenols/intramolecular nitrile oxide cycloaddition sequences leading to useful synthetic intermediates.