ChemInform Abstract: Stereoselective Synthesis of 2,3‐Disubstituted Dihydrobenzofuran Using Alkyne Prins Type Cyclization to Vinylogous Carbonates.

Abstract

Stereoselective Synthesis of 2,3-Disubstituted Dihydrobenzofuran Using Alkyne Prins Type Cyclization to Vinylogous Carbonates. -trans-2,3-Disubstituted dihydrobenzofuran derivatives (VI) (13 examples) are stereoselectively obtained in an intramolecular, alkyne Prins-type cyclization of vinylogous carbonates obtained from o-alkynylphenols. Tms-O-Tf catalyzes the reaction efficiently. -(GHARPURE*, S. J.; PRASATH, V.; J. Chem. Sci. (Bangalore, India) 123 (2011) 6, 943-949 ; Dep. Chem., Indian Inst. Technol., Chennai 600 036, India; Eng.) -H. Toeppel 22-096