Download PDF
Synfacts 2007(8): 0788-0788  
DOI: 10.1055/s-2007-968719
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (±)-Polygalolides A and B

Contributor(s): Philip Kocienski, Fiona Black
B. B. Snider*, X. Wu, S. Nakamura, S. Hashimoto
Brandeis University, Waltham, USA and Hokkaido University, Sapporo, Japan
Further Information

Publication History

Publication Date:
24 July 2007 (online)

    Permissions and Reprints

Significance

The key step in this formal synthesis of polygalolides A and B is a [5+2] cycloaddition reaction of an 3-oxidopyrylium ylide (B). This reaction was previously applied to the syntheses of descurainin and cartorimine (B. B. Snider, J. F. Grabowski Tetrahedron Lett. 2005, 46, 823; Tetrahedron 2006, 62, 5171).