67492-98-2Relevant academic research and scientific papers
CeCl3?7H2O-catalysed hydrophosphonylation of aldehydes and ketones: An expeditious route to α-hydroxyphosphonates under solvent-free conditions
Mahesh,Sharma, Rupali,Kour, Parteek,Kumar, Anil
, p. 1091 - 1097 (2019/07/04)
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
Zinc-Mediated Chain Extension of β-Keto Phosphonates
Verbicky, Christopher A.,Zercher, Charles K.
, p. 5615 - 5622 (2007/10/03)
A variety of β-keto phosphonates can be converted to γ-keto phosphonates through reaction with ethyl(iodomethyl)zinc. The presence of α-alkyl substituents, Lewis basic functionality, and modestly acidic NH-protons are accommodated in substrates of this reaction. Chain extension of β-keto phosphonates that contained olefinic functionality proceeded more quickly than cyclopropanation; however, it was not possible to effect the chain extension to the exclusion of cyclopropane formation. A primary reason for this imperfect chemoselectivity appears to be the slow chain extension of β-keto phosphonates. Nevertheless, the simplicity, the scope, and efficiency of this method serve to make it an attractive alternative to the established methods for γ-keto phosphonate formation.
Photochemical SET induced 1,4-conjugate additions of silyl phosphites to cyclic enones
Soma Sekhar,Bentrude, Wesley G.
, p. 1087 - 1090 (2007/10/03)
Irradiation of cyclic enones 5-8 in the presence of Me3SiOP(OMe)2 or Me3SiOP(OEt)2 gives phosphonosilylation products of 1,4-conjugate addition which are hydrolyzed to the phosphonoketones 11-14 in 82-92% isolat
Trimethylsilyl triflate promoted 1,4-addition of silyl phosphites to cyclic enones
Mori, Ichiro,Kimura, Yoko,Nakano, Toshihito,Matsunaga, Shin-Ichiro,Iwasaki, Genji,Ogawa, Atsuko,Hayakawa, Kenji
, p. 3543 - 3546 (2007/10/03)
A catalytic amount of trimethylsilyl triflate (TMSOTf) remarkably facilitates the selective conugate addition of a variety of silyl phosphites, prepared in situ from dialkyl phosphites and N,O-bis(trimethylsily)acetamide, to cyclic enones giving 1,4-adducts in high yields.
Cyclic analogues of 2-amino-4-phosphonobutanoic acid (APB) and their inhibition of hippocampal excitatory transmission and displacement of [3H]APB binding
Crooks,Robinson,Koerner,Johnson
, p. 1988 - 1995 (2007/10/02)
Conformationally restricted analogues of 2-amino-4-phosphonobutanoic acid (APB) were prepared where the structure of APB was incorporated into cyclopentane (3) or cyclohexane (4) rings. Hydrophosphinylation of the appropriate cycloalkenones followed by St
