81685-39-4Relevant academic research and scientific papers
Eleuthesides and their analogs: VIII. Preparation of menthane derivatives from levoglucosenone and (2E,4E)-6-methylhepta-2,4-dienyl acetate by Diels-Alder reaction
Sharipov,Pilipenko,Valeev
, (2014)
Synthesis of chiral functionalized menthane derivatives was carried out by Diels-Alder reaction from levoglucosenone and (2E,4E)-6-methylhepta-2,4-dienyl acetate.In extension of research [1] on development of preparation methods for polyfunctional menthan
Comparative studies of cathodically-promoted and base-catalyzed michael addition reactions of levoglucosenone
Samet, Alexander V.,Niyazymbetov, Murat E.,Semenov, Victor V.,Laikhter, Andrei L.,Evans, Dennis H.
, p. 8786 - 8791 (1996)
Regioselective Michael addition of nitro and heterocyclic compounds to levoglucosenone, 1, is effectively catalyzed by amines and also by cathodic electrolysis. In comparison to the base-catalyzed reaction, it was found that under electrochemical conditio
Design, synthesis and evaluation of novel levoglucosenone derivatives as promising anticancer agents
Borini Etichetti, Carla M.,Cicetti, Soledad,Girardini, Javier E.,Sarotti, Ariel M.,Spanevello, Rolando A.,Suárez, Alejandra G.,Tsai, Yi-hsuan
supporting information, (2020/06/03)
A series of levoglucosenone-derived 1,2,3-triazoles and isoxazoles featuring a flexible spacer between the heteroaromatic and anhydropyranose cores have been designed and synthesized following an hetero Michael // 1,3-dipolar cycloaddition path. The use o
Factors Affecting Reaction of 1,6-Anhydrohexos-2-ulose Derivatives
Kawai, Takatoshi,Isobe, Minoru,Peters, Steven C.
, p. 115 - 132 (2007/10/02)
1,6-Anhydrohexos-2-ulose derivatives undergo reaction with (trimethylsilyl)diazomethane in the presence of boron trifluoride etherate to afford structurally isomeric products.Ion-dipole interactions involving the 1,6-anhydro bridge and C4 substituents con
MICHAEL-ADDITION REACTIONS OF LEVOGLUCOSENONE
Shafizadeh, Fred,Ward, David D.,Pang, David
, p. 217 - 230 (2007/10/02)
The Michael-addition reactions of levoglucosenone with diethyl malonate, ethyl cyanoacetate, 2-nitropropane, and 2-methylcyclohexanone have been examined, using a variety of catalysts.This reaction may be conveniently used to prepare, in reasonable yields, 4-substituted levoglucosenone derivatives having the D-erythro configuration.Better yields of the diethyl malonate adduct were obtained on using bis(2,4-pentanedionate)-Ni(II) as the catalyst.
BASE-CATALYZED OLIGOMERIZATION OF LEVOGLUCOSENONE
Shafizadeh, Fred,Furneaux, Richard H.,Pang, David,Stevenson, Thomas T.
, p. 303 - 314 (2007/10/02)
Heating levoglucosenone in aqueous triethylamine gives a dimer and two trimers in yields of 8, 18, and 56percent, respectively.These compounds have been isolated crystalline, and their structures and stereochemistry have been investigated by (13)C- and (1)H-n.m.r. and other spectroscopic methods.These data indicate that the dimer is apparently formed by Michael addition to provide a C-3-C-4-linked, cyclic trimer and an olefinic, cyclic trimer containing two C-3-C-4 linkages and one C-2-C-3 linkage.
