76202-82-9Relevant academic research and scientific papers
The organocatalytic enantiodivergent fluorination of β-ketodiaryl-phosphine oxides for the construction of carbon-fluorine quaternary stereocenters
Xie, Shaolei,He, Zhi-Juan,Zhang, Ling-Hui,Huang, Bo-Lun,Chen, Xiao-Wei,Zhan, Zong-Song,Zhang, Fu-Min
supporting information, p. 2069 - 2072 (2021/03/01)
Commercially available cinchona alkaloids that can catalyze the enantiodivergent fluorination of β-ketodiarylphosphine oxides were developed to construct carbon-fluorine quaternary stereocenters. This protocol features a wide scope of substrates and excellent enantioselectivities, and it is scalable.
Carbenes, 22. Phosphenes: Trapping Reactions of (Diphenylmethylene)phenylphosphane Oxide by -Cycloaddition with Aldehydes
Regitz, Manfred,Eckes, Helmut
, p. 3303 - 3312 (2007/10/02)
The photolysis of (diazobenzyl)diphenylphosphane oxide (5) in benzene yields the short-lived (diphenylmethylene)phenylphosphane oxide (15) via the carbene 12.The heterocumulene is trapped by aromatic aldehydes, which are added to the reaction mixture, in a -cycloaddition reaction with formation of the 1,2λ5-oxaphosphetanes 16a-e.Carbene reactions with the solvent (formation of the norcaradiene 13) as well as with the trapping reagents (formation of the C/H-insertion products 10a and b) cannot be avoided.With the α,β-unsaturated aldehydes 22a-c, the 1,2λ5-oxaphosphetanes 23a-c are primarily formed.They undergo a complete or a partial photofragmentation to the 1,3-butadienes 24a-c and phenylphosphane dioxide (25).
