496-03-7Relevant articles and documents
Highly diastereoselective aldol reactions of 3-Fluorooxindoles promoted by MgBr2?OEt2/iPr2NEt
Qiu, Zi-Bin,Chen, Ling-Yan,Ji, Jian,Ren, Xinfeng,Li, Ya
, (2020)
A highly diastereoselective aldol reaction between 3-fluorooxindoles and aromatic aldehydes has been developed. Commercially available, cheap Lewis acid MgBr2[rad]OEt2 was used to promote the reaction. The reaction has a broad substrate scope with respect to both 3-fluorooxindoles and aromatic aldehydes, giving a series of α-fluoro-β-hydroxyoxindoles in good yields with high diastereoselectivities (63–94 percent yield, up to 99:1 anti/syn).
Aldol Addition of Butyraldehyde over Solid Base Catalysts
Zhang, Geng,Hattori, Hideshi,Tanabe, Kozo
, p. 2070 - 2072 (1989)
Aldol addition of butyraldehyde was investigated on alkaline earth oxides, zirconium oxide, and lanthanum oxide to compare the active site and mechanism with those for aldol addition of acetone.It is found that the active site is the surface O2(1-) and th
Development of an azanoradamantane-type nitroxyl radical catalyst for class-selective oxidation of alcohols
Doi, Ryusuke,Shibuya, Masatoshi,Murayama, Tsukasa,Yamamoto, Yoshihiko,Iwabuchi, Yoshiharu
, p. 401 - 413 (2016/10/12)
The development of 1,5-dimethyl-9-azanoradamantane N-oxyl (DMN-AZADO; 1,5-dimethyl-Nor-AZADO, 2) as an efficient catalyst for the selective oxidation of primary alcohols in the presence of secondary alcohols is described. The compact and rigid structure of the azanoradamantane nucleus confers potent catalytic ability to DMN-AZADO (2). A variety of hindered primary alcohols such as neopentyl primary alcohols were efficiently oxidized by DMN-AZADO (2) to the corresponding aldehydes, whereas secondary alcohols remained intact. DMN-AZADO (2) also has high catalytic efficiency for one-pot oxidation from primary alcohols to the corresponding carboxylic acids in the presence of secondary alcohols and for oxidative lactonization from diols.
Amino functionalized chitosan as a catalyst for selective solvent-free self-condensation of linear aldehydes
Jose, Tharun,Sudheesh,Shukla, Ram S.
experimental part, p. 158 - 166 (2011/02/23)
An aminopropyltrimethoxysilane functionalized chitosan was found to be an efficient solid base catalyst for the self-aldol condensation of linear aldehydes under solvent-free conditions. The modified catalyst was characterized using physical techniques, elemental analysis, FT-IR, and TGA. The modified chitosan was evaluated for the aldol condensation of C3-C7 linear aldehydes in which the selective formation was obtained for α,β-unsaturated aldehydes. A decreasing trend in the conversion from propanal to heptanal was observed. Propanal and pentanal were subjected for detail investigations to study the effect of parameters like amount of catalyst and aldehyde, and temperature on the conversion and selectivity. Kinetic performance of the modified chitosan investigated for a representative aldehyde, pentanal showed that the rate was increased with the catalyst amount, pentanal and temperature. The catalyst was reused up to six cycles without significant loss in its activity and selectivity.