ol0709026_si_004.cif (16.78 kB)

Brønsted Acid-Mediated Stereoselective Cascade Construction of Functionalized Tetrahydropyrans from 2-(Arylmethylene)cyclopropylcarbinols and Aldehydes

Download (16.78 kB)
posted on 07.06.2007 by Guo-Qiang Tian, Min Shi
(E)- and (Z)-2-(Arylmethylene)cyclopropylcarbinols 1 could be converted to the corresponding tetrahydropyrans 2 and 3 stereoselectively in the presence of Brønsted acids MsOH or TsOH under mild conditions. A plausible Prins-type reaction mechanism has been proposed.