7074-09-1Relevant academic research and scientific papers
Heterogeneous acidic catalysts for the tetrahydropyranylation of alcohols and phenols in green ethereal solvents
Azzena, Ugo,Carraro, Massimo,Modugno, Gloria,Pisano, Luisa,Urtis, Luigi
supporting information, p. 1655 - 1659 (2018/07/25)
The application of heterogeneous catalysis and green solvents to the set up of widely employed reactions is a challenge in contemporary organic chemistry. We applied such an approach to the synthesis and further conversion of tetrahydropyranyl ethers, an important class of compounds widely employed in multistep syntheses. Several alcohols and phenols were almost quantitatively converted into the corresponding tetrahydropyranyl ethers in cyclopentyl methyl ether or 2-methyltetrahydrofuran employing NH4HSO4 supported on SiO2 as a recyclable acidic catalyst. Easy work up of the reaction mixtures and the versatility of the solvents allowed further conversion of the reaction products under one-pot reaction conditions.
Forming spirocyclohexadienone-oxocarbenium cation species in the biomimetic synthesis of amomols
Traore, Mariam,Maynadier, Marjorie,Souard, Florence,Choisnard, Luc,Vial, Henri,Wong, Yung-Sing
experimental part, p. 1409 - 1417 (2011/04/26)
The oxidation of appropriate 2-(4-hydroxyphenyl)ethyl ketones gives direct access to amomols by means of the formation of a transient spirocyclohexadienone-oxocarbenium ion that is intermolecularly intercepted by an alcohol. Furthermore, homochiral amomols and other new analogues were synthesized for the first time and were biologically evaluated on Plasmodium falciparum.(Figure Presented)
Synthesis and digestibility inhibition of diarylheptanoids: Structure- activity relationship
Bratt, Katharina,Sunnerheim, Kerstin
, p. 2703 - 2713 (2007/10/03)
(±)-5-Hydroxy-1,7-bis-(4'-hydroxyphenyl)-3-heptanone (2a), (±)5- hydroxyl-1-(4'-hydroxyphenyl)-7-phenyl-3-heptanone (2b), (±)-5-hydroxy-7- (4'-hydroxyphenyl)-1-phenyl-3-heptanone (2c), and (±)-5-hydroxy-1,7- bis(phenyl)-3-heptanone (2d) have been synthesized to study the structure- activity relationship regarding digestibility inhibition in vitro in cow rumen fluid. The activities were compared with the activity of chiral (S)-2a and its glucoside platyphylloside (1), isolated from Betula pendula. Compound 2a was slightly less active, 2b and 2c were more active, and 2d was less active than (S)-2a and platyphylloside.
