Total Syntheses

Reaction scheme for total synthesis of the natural product Ocellapyrone B
Total synthesis of Ocellapyrone B:
Reference:Miller, A. K.; Trauner, D. Angew. Chem. Int. Ed. 2005, 44, 4602 –4606. DOI
Reactions:Electrocyclic-8π • Pyrone synthesis • Electrocyclic-6π • Cyclobutane • Bicyclo(420) • Vinyl-I → Vinyl-Sn • Wittig-iodomethyl • Pd/Sn-Vinyl+Vinyl-X • Li/I → Li-Vinyl •
Reagents:PPh3=CI(Me) • NaN(SiMe3)2 • BuLi(n) • SnMe3-Cl • Pd(PPh3)4 • Fluoride, cesium • CuI •