Identification of a chromone-based retinoid containing a polyolefinic side chain via facile synthetic routes

W Sun, PJ Carroll, DR Soprano, DJ Canney

Index: Sun, Weilin; Carroll, Patrick J.; Soprano, Dianne R.; Canney, Daniel J. Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 15 p. 4339 - 4342

Full Text: HTML

Citation Number: 7

Abstract

Attempts to prepare substituted chromones as novel retinoids revealed that some chromones were unstable under Wadsworth–Horner–Emmons reaction conditions. Hence, Wittig reactions were used to prepare chromone-based compounds as potential retinoids. Firstly, Wittig reagents prepared from 3-bromomethyl-chromen-4-one were reacted with olefinic-aldehydes to provide the target compounds with all-trans side chains in good yield ...