90059-84-0Relevant academic research and scientific papers
THE INVENTION OF NEW RADICAL CHAIN REACTIONS. PART X. HIGH YIELD RADICAL ADDITION REACTIONS OF αβ-UNSATURATED NITROOLEFINS. AN EXPEDIENT CONSTRUCTION OF THE 25-HYDROXY-VITAMIN D3 SIDE CHAIN FROM BILE ACIDS.
Barton, Derek H.R.,Togo, Hideo,Zard, Samir Z.
, p. 5507 - 5516 (2007/10/02)
Radicals derived from thiohydroxamic esters 3 readily add to nitroolefins 5 (Z=NO2) to give good yields of α-nitrosulphides.These adducts, where the structure permits, are easily oxidised to carboxylic acids 8 by treatment with alkaline hydrogen peroxide.Reductive cleavage to the corresponding aldehydes or ketones 9 is efficiently carried out by the action of TiCl3.Addition of methyl magnesium iodide to methyl ketone derived from 3α-acetoxy 11-oxo cholanic acid gives steroid 10 possessing the 25-hydroxycholesterol side chain of the vitamin D3 metabolites.Radical additions to 1-phenylthio-2-nitropropene 11 have been briefly studied.
32. 2'-Nitro-2'-propen-1'-yl 2,2-Dimethylpropanoate (NPP), A Multiple Coupling Reagent
Seebach, Dieter,Knocherl, Paul
, p. 261 - 283 (2007/10/02)
The title compound 1 (NPP) is prepared from formaldehyde, nitromethane, and pivaloyl chloride.It is shown to be a versatile nitroallylating reagent combining with nucleophiles as different as anilines, indoles, enolates, and organolithium compounds.This i
