Synthesis of Tetrahydrofurans by Cyclization of Homoallylic Alcohols with Iodine/Iodine(III)
作者:Ramon S. Vasconcelos、Luiz F. Silva、Athanassios Giannis
DOI:10.1021/jo102413u
日期:2011.3.4
Tetrahydrofuran derivatives can be obtained by cyclofunctionalization of homoallylicalcohols bearing a terminal double bound by using [hydroxy(tosyloxy)iodo]benzene (HTIB, Koser’s reagent) in the presence of a catalytic amount of I2 (20 mol %) in MeOH under mild conditions. This transformation is an overall5-endo-trig cyclization, which occurs by two different pathways. The first is a 4-exo-trig