Synthesis and cyclodehydration of hydroxyphenols: a new stereoselective approach to 3-aryl-2,3-dihydrobenzofurans.
A novel and simple method for the stereoselective synthesis of substituted 3-aryl-2,3-dihydrobenzofurans by intramolecular cyclization of hydroxyphenols is described. The stereoselective ortho-C-alkylation of phenols allows a novel and stereoselective access to a diverse array of polyfunctionalized products containing a diarylmethane stereogenic center without the need for time-consuming protection-deprotection steps.
Bertolini
Ferruccio
F
Dipartimento di Chimica Bioorganica e Biofarmacia, Università di Pisa, Via Bonanno 33, 56126 Pisa, Italy pineschi@farm.unipi.it.
Crotti
Paolo
P
Di Bussolo
Valeria
V
Macchia
Franco
F
Pineschi
Mauro
M
D001572:Benzofurans / Q000138:chemical synthesis*; D003500:Cyclization; D004852:Epoxy Compounds / Q000737:chemistry; D010636:Phenols / Q000737:chemistry*; D013237:Stereoisomerism