O-allylated pudovik and passerini adducts as versatile scaffolds for product diversification
The palladium-catalyzed O-allylation of α-hydroxyphosphonates and α-hydroxyamides obtained from Pudovik and Passerini multicomponent reactions has allowed interesting and highly straightforward access to a variety of building blocks for product diversific
Arseniyadis, Stellios,El Ka?m, Laurent,Kerim, Mansour Dole,Katsina, Tania,Cattoen, Martin,Fincias, Nicolas
supporting information
p. 12514 - 12525
(2020/11/10)
CeCl3?7H2O-catalysed hydrophosphonylation of aldehydes and ketones: An expeditious route to α-hydroxyphosphonates under solvent-free conditions
A cerium(III) chloride-catalysed expeditious synthesis of α-hydroxyphosphonates via a modified Abramov synthetic protocol has been developed. The scope of the current protocol is broad, with a range of aromatic, α,β-unsaturated and heterocyclic aldehydes
Mahesh,Sharma, Rupali,Kour, Parteek,Kumar, Anil
p. 1091 - 1097
(2019/07/04)
Novel lanthanide amides incorporating neutral pyrrole ligand in a constrained geometry architecture: Synthesis, characterization, reaction, and catalytic activity
The first series of lanthanide amido complexes incorporating a neutral pyrrole ligand in a constrained geometry architecture were synthesized, and their bonding, reactions, and catalytic activities were studied. Treatment of [(Me3Si)2/sub
E-Factor minimized hydrophosphonylation of aldehydes catalyzed by polystyryl-BEMP under solvent-free conditions
An efficient protocol for the hydrophosphonylation of aromatic and aliphatic aldehydes catalyzed by PS-BEMP under solvent-free conditions (SolFC) has been reported. Addition reactions were performed by using equimolar amounts of reagents and the resulting
Angelini, Tommaso,Bonollo, Simona,Lanari, Daniela,Pizzo, Ferdinando,Vaccaro, Luigi
supporting information
p. 5042 - 5046
(2013/08/23)
The preparation of dialkyl 1-hydroxyalkylphosphonates in the reaction of trialkyl phosphites with oxonium salts derived from aldehydes or ketones
The reaction of trialkyl phosphites with aldehydes or ketones in the presence of hydrogen chloride gives dialkyl 1-hydroxyalkylphosphonates via Arbusov-like reaction of oxonium salts derived from aldehydes or ketones. This reaction is a very convenient instant method for the preparation of dialkyl 1-hydroxyalkylphosphonates with a good yield as an alternative to the well-known Abramov reaction. Georg Thieme Verlag Stuttgart.
Goldeman, Waldemar,Soroka, Miroslaw
p. 3019 - 3024
(2008/02/08)
Reduction of activated carbonyl groups by alkyl phosphines: Formation of α-hydroxy esters and ketones
Reduction of activated carbonyl groups such as α-keto esters, benzils, 1,2-cyclohexanedione, and α-ketophosphonates by alkyl phosphines afforded the corresponding α-hydroxy esters or ketones in good to excellent yields in THF at room temperature. The mechanism of the proton transfer and intramolecular hydrolysis has been studied on the basis of deuterium and 18O labeling experiments. The Royal Society of Chemistry 2006.
Zhang, Wen,Shi, Min
p. 1218 - 1220
(2008/02/03)
Lithium perchlorate diethyl ether solution: A highly efficient media for the abramov reaction
The α-hydroxy phosphonates are readily prepared by treating aromatic or aliphatic aldehydes and ketones with trialkylphosphite in the presence of trimethylsilylchloride in a very short time and in almost quantitative yields.
Azizi, Najmedin,Saidi, Mohammad R.
p. 1255 - 1259
(2007/10/03)
An efficient synthesis of (Z)-γ-fluoroallylphosphonates using a base-promoted deconjugation of (E)-γ-fluorovinylphosphonates, and its utility as fluoroolefin-containing building block
A three-step synthesis of γ-fluoroallylphosphonates starting with α,β-unsaturated aldehydes is described. Treatment with diethyl phosphite in the presence of KF gives α-hydroxyallyl phosphonate in excellent yield; DAST deoxofluorination produces the corre
Hammond, Gerald B.,Demendonca, Daniel J.
p. 189 - 197
(2007/10/03)
Asymmetric dihydroxylation of 1-acyloxy-2(E)-alkenylphosphonates with AD-mix reagents. Effects of 1-acyloxy functional groups on the asymmetric dihydroxylation
Asymmetric dihydroxylation (AD) of a racemic mixture of 1-acyloxy-2(E)- alkenylphosphonates with AD-mix-α or -β reagents was examined. The kinetic rate of dihydroxylation was highly dependent upon the configuration of the 1- acyloxy functional group as we