Artículos de revistas
Iodine(III)-promoted ring expansion of 1-vinylcycloalkanol derivatives: A metal-free approach toward seven-membered rings
Fecha
2008Registro en:
ORGANIC LETTERS, v.10, n.5, p.1017-1020, 2008
1523-7060
10.1021/ol800048f
Autor
SILVA JR., Luiz F.
VASCONCELOS, Ramon S.
NOGUEIRA, Mario A.
Institución
Resumen
A versatile and metal-free approach for the synthesis of molecules bearing seven- and eight-membered rings is described. The strategy is based on the ring expansion of 1-vinylcycloalkanols (or the corresponding silyl or methyl ether) mediated by the hypervalent iodine reagent HTIB (Phl(OH)OTs). The reaction condition can be easily adjusted to give seven-membered rings bearing different functional groups. A route to medium-ring lactones was also developed.