Air-Induced anti-Markovnikov Addition of Secondary Phosphine Oxides and H-Phosphinates to Alkenes
摘要:
Air (oxygen) induces the addition of secondary phosphine oxides and H-phosphinates to alkenes to selectively produce the corresponding anti-Markovnikov adducts in good to high yields. Mechanistic studies show that the addition probably proceeds via a radical chain mechanism.
An efficient copper-catalyzedallylicC–H phosphonation reaction has been developed under mild reaction conditions. This method exhibits high regioselectivity and stereoselectivity. Various alkenes with useful functional groups are compatible in this transformation. Preliminary mechanistic studies reveal that the pH value and the loading of Ag-salt were the key factors to change the composition of
Air-Induced <i>anti</i>-Markovnikov Addition of Secondary Phosphine Oxides and H-Phosphinates to Alkenes
作者:Takayoshi Hirai、Li-Biao Han
DOI:10.1021/ol062505l
日期:2007.1.1
Air (oxygen) induces the addition of secondary phosphine oxides and H-phosphinates to alkenes to selectively produce the corresponding anti-Markovnikov adducts in good to high yields. Mechanistic studies show that the addition probably proceeds via a radical chain mechanism.
Pudovik,A.N.; Konovalova,I.V., Journal of general chemistry of the USSR, 1960, vol. 30, p. 2328 - 2332