Syntheses of Papyracillic Acids: Application of the Tandem Chain Extension-Acylation Reaction
A synthetic approach to the papyracillic acid family of natural products has been developed. The spiroacetal core is rapidly assembled through an unprecedented zinc carbenoid-mediated tandem chain extension–acylation reaction. Subsequent functional group manipulation provided access to papyracillic acid B and 4-epi-papyracillic acid C. The successful preparation of these molecules resulted in the clarification of structural assignments of members of this family of natural products.
Journal of Organic Chemistry
American Chemical Society
Digital Object Identifier (DOI)
Syntheses of Papyracillic Acids: Application of the Tandem Chain Extension-Acylation Reaction, Mazzone, J. A.; Zercher, C. K. J. Org. Chem. 2012, 77, 9171-9178, http://dx.doi.org/10.1021/jo3017617, Pubmed # 23013246
Copyright © 2012, American Chemical Society