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Chemicals >> Reducing Agents

Triphenylphosphine

Name Reactions


Staudinger Reaction


Ozonolysis


Recent Literature


A new, mild protocol for deoxygenation of various phosphine oxides with retention of configuration is described. Mechanistic studies regarding the oxygen transfer between the starting phosphine oxide and triphenylphosphine are also presented.
H.-C. Wu, J.-Q. Yu, J. B. Spencer, Org. Lett., 2004, 6, 4675-4678.


A rhodium-catalyzed methylenation-hydrogenation cascade process allows the homologation of carbonyl compounds to alkanes in high yields.
H. Lebel, C. Ladjel, J. Org. Chem., 2005, 70, 10159-10161.


In the presence of Ph3P and a catalytic amount of Fe(TCP)Cl, ketenes react with EDA to give allenes in high yields under neutral conditions. By employing a chiral phosphine, allenes could be synthesized with high enantioselectivity in good yields.
C.-Y. Li, X.-B. Wang, X.-L. Sun, Y. Tang, J.-C. Zheng, Z.-H. Xu, Y.-G. Zhou, L.-X. Dai, J. Am. Chem. Soc., 2007, 129, 1494-1495.


Alkyl nitrites were prepared in good to excellent yields by treatment of alcohols and thiols with triphenylphosphine/2,3-dichloro-5,6-dicyanobenzoquinone/Bu4NNO2 in acetonitrile. This method allows a selective conversion of primary alcohols in the presence of secondary and tertiary alcohols and thiols.
B. Akhlaghinia, A. R. Pourali, Synthesis, 2004, 1747-1749.


A novel, efficient, and general domino reaction of 2-acylaziridines with the Huisgen zwitterions furnishes 2-pyrazolines. A possible mechanism for the domino sequence is proposed.
S.-L. Cui, J. Wang, Y.-G. Wang, Org. Lett., 2008, 10, 13-16.


A polymer-bound, triphenylphosphine-supported reagent allows a one-pot, two-step synthesis of secondary amines from the corresponding azide and a reactive alkyl halide.
S. Ayesa, B. Samuelsson, B. Classon, Synlett, 2008, 89-93.