130847-29-9Relevant academic research and scientific papers
C-Glycoside Synthesis via Glycal Alkylation by Olefinic Derivatives
Herscovici, Jean,Muleka, Kipamga,Boumaiza, Lotfi,Antonakis, Kostas
, p. 1995 - 2009 (2007/10/02)
Treatment of peracylated glycals with olefins in the presence of Lewis acids gave 2,3-unsaturated C-glycosides in good to excellent yields.The reaction was completely regioselective and showed a high degree of stereoselectivity leading mostly to the α-isomer.Generally the addition gave the C-glycoside with an unsaturated aglycone.However, with methylenecyclobutane and 1,1 disubstituted linear olefins halogeno derivatives were recovered.The reaction was also performed with acetylated 2-hydroxy glycals.In these conditions keto unsaturated α-C-glycosides were isolated.
