19451-54-8Relevant academic research and scientific papers
Organocatalytic phosphorylation of alcohols using pyridine- N -oxide
Murray, James I.,Woscholski, Rudiger,Spivey, Alan C.
supporting information, p. 985 - 990 (2015/04/27)
Phosphorylation of alcohols by phosphoryl chlorides catalysed by pyridine-N-oxide is reported. The utility of this method is demonstrated through phosphorylation of primary, secondary and a tertiary alcohol as well as phenols under mild reaction conditions and with low catalyst loading (5 mol%).
Phosphorylation of alcohols with N-phosphoryl oxazolidinones employing copper(II) triflate catalysis
Jones, Simon,Smanmoo, Chaiwat
, p. 3271 - 3274 (2007/10/03)
(Chemical Equation Presented) Phosphoryl transfer from N-phosphoryl 5,5-diphenyl oxazolidinone is efficiently catalyzed by copper(II) triflate. The utility of this method has been demonstrated in the phosphorylation of representative primary, secondary, tertiary, phenolic, and allylic alcohols. These reaction conditions are significantly milder than employing alkoxides and allow the phosphorylation of biologically relevant molecules.
An improved method for Lewis acid catalyzed phosphoryl transfer with Ti(t-BuO)4
Jones, Simon,Selitsianos, Dimitrios,Thompson, Kate J.,Toms, Steven M.
, p. 5211 - 5216 (2007/10/03)
Several inorganic esters have been evaluated as phosphoryl transfer catalysts. Of these, Ti(t-BuO)4 was found to be the most effective catalyst giving excellent yields of the desired phosphate esters. The loading of the catalyst could be reduced to a little as 5 mol % for a majority of substrates with no loss in the yield of product. This methodology is significantly more versatile than using TiCl4 and is suitable for the phosphorylation of more complex carbohydrates and molecules of biological interest.
TRANSITION METHAL-CATALYZED SUBSTITUTION REACTION OF ALLYLIC PHOSPHATES WITH GRIGNARD REAGENTS
Yanagisawa, Akira,Nomura, Nobuyoshi,Yamamoto, Hisashi
, p. 6017 - 6028 (2007/10/02)
SN2-selective Grignard coupling with primary allylic diphenylphosphates was successfully achieved using Ni or Fe catalyst.In sharp contrast, a catalytic amount of CuCN*2LiCl promoted a SN2'-selective coupling reaction.In the presence of the copper catalyst, stereochemically homogeneous γ-disubstituted allyl Grignard reagents reacted at the less substituted allylic terminus (α-position) with an allylic diphenylphosphate selectively without losing the double bond geometry.
