

REACTIONS OF PHENOL AND ITS DERIVATIVES WITH LEVOGLUCOSENONE

Abstract
The effect of hydroxy-, methyl-, and benzyloxy substituents in the corresponding phenol derivatives on the result of the Michael addition to levoglucosenone in the presence of AlCl3 or FeCl3 was studied. The reaction of phenols containing hydroxyl and methyl groups in the ortho position with levoglucosenone concludes with spontaneous ketalization of the carbohydrate keto group. The obtained compounds are promising in terms of studying their structure–activity relationship.
Authors: Liliya Kh. Faizullina*, Liliya Sh. Karamysheva1, Yuliya A. Khalilova1, Shamil M. Salikhov, Farid A. Valeev
Keywords
levoglucosenone; phenol; resorcinol; antioxidant activity; electrophilic substitution
Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv