Highly regio- and stereo-selective synthesis of 1-(2-hydroxyaryl)glycerol derivatives under ultrasonic irradiation

Abstract

Complementary diastereoselectivity in the C-arylation of (R)- and (S)-2,3-O-isopropylideneglyceraldehyde by using Mg²⁺-based (syn-addition) and Ti⁴⁺-based (anti-addition) phenolates allows the efficient preparation of all four possible stereoisomers of the title 1-C-substituted glycerols; the application of ultrasonic waves produces a marked synthetic advantage.