161583-50-2Relevant academic research and scientific papers
New synthesis and cyclopropanation of α-phenylselanyl α,β-unsaturated ketones with non-stabilized phosphorus ylides
Redon, Sébastien,Leleu, Stéphane,Pannecoucke, Xavier,Franck, Xavier,Outurquin, Francis
, p. 9293 - 9304 (2008/12/22)
A general method for the preparation of α-phenylselanyl enones is described. Phosphorus ylides react with these α-phenylselanyl enones in a 1,4-addition, leading to cyclopropanes and/or dihydrofurans, depending on the substitution pattern. This unusual reactivity is due to the phenylselanyl moiety, hindering the carbonyl of the enone and making it less prone to 1,2-additions or promoting conjugate addition by electronic effects.
Cross-aldol reaction between benzaldehyde and β-phenyiselanyl enoxysilanes derived from phenyiselanylmethylketones
Ponthieux, Sylvain,Outurquin, Francis,Paulmier, Claude
, p. 4017 - 4020 (2007/10/03)
The BF3-mediated aldol reaction between benzaldehyde and β- phenyselanyl enoxysilanes I derived from α-phenylselanylmethylketones has led to syn aldols 2 and α,α-bis(phenylselarryl) ketones 3 as by-products. Using tetrabutylammonium fluoride, the syn and anti aldols 2a were formed from 1a. Syn, syn-2-phenylselanyl 1,3-diols 5a and 5d were obtained by borane reduction of aldols 2a and 2d respectively.
Synthesis of Acyl(phenylselanyl)methylidene(triphenyl)-λ5-arsanes and their Wittig-type Reactions
Huang, Zhi-Zhen,Huang, Xian,Huang, Yao-Zeng
, p. 95 - 96 (2007/10/02)
Acyl(phenylselanyl)methylidene(triphenyl)-λ5-arsanes 3 have been synthesized by treating acylmethylidene(triphenyl)-λ5-arsanes 1 with phenylselanyl iodide 2; α-selanylarsonium ylides 3 are sufficiently reactive to undergo Wittig-type reactions, affording a novel method for the stereoselective synthesis of (Z)-α-phenylselanyl α,β-unsaturated ketones 6.
