Synthesis 2007(5): 749-753  
DOI: 10.1055/s-2007-965925
PAPER
© Georg Thieme Verlag Stuttgart · New York

Syntheses of 2-Pyrones via Electrophilic Substitutions at C7 of 4-Hydroxy-6-methyl-2-pyrone through Mono- or Dianion Formation

Xuejun Zhang, Michael McLaughlin, R. Lizeth P. Muñoz, Richard P. Hsung*, Jiashi Wang, Jacob Swidorski
Division of Pharmaceutical Sciences and Department of Chemistry, University of Wisconsin, Rennebohm Hall, 777 Highland Avenue, Madison­, WI 53705, USA
Fax: +1(608)2625345; e-Mail: rhsung@wisc.edu;
Further Information

Publication History

Received 27 October 2006
Publication Date:
08 February 2007 (online)

Abstract

Electrophilic substitution protocols useful for functionalizations at C7 of 4-hydroxy-6-methyl-2-pyrone, or triacetic acid, are described here. This method was applied to the synthesis of annularin E.