Journal of the American Chemical Society 2006-10-18

Pyrones to pyrans: enantioselective radical additions to acyloxy pyrones.

Mukund P Sibi, Jake Zimmerman

Index: J. Am. Chem. Soc. 128(41) , 13346-7, (2006)

Full Text: HTML

Abstract

This paper describes a highly site-, diastereo-, and enantioselective intermolecular radical addition/hydrogen atom transfer to hydroxypyrone pyromeconic and kojic acids. The methodology can be extended to the formation of chiral quaternary centers. The products obtained are densely functionalized pyran moieties. The products contain structural features amenable for the introduction of additional substituents.