Pyricuol Synthesis
Posted by naturalproductman on July 3, 2009
Hiromasa Kiyota et al from Tohoku University in Japan has recently published in Tetrahedron on a synthesis of pyricuol, a phytotoxin found from a fungus, Magnaporthe grisea (Hebert) Barr. This fungus causes rice blast disease, which is one of the most harmful infections for rice. One of their key steps was reacting an allylic alcohol with an iodo-tin alkane that resulted in an tin-ether reagent, which was subjected to a metal-halogen exchange with BuLi in order to effect a 2,3-Wittig rearrangement. It’s a pretty cool reaction and worth checking out in the paper.
