R -7,7-Bis diphenylphosphinomethyl -2,2-dimethoxy-1,1-binaphthyl

Alkene Hydroarylation. The enantioselective addition of aryl iodides to norbomene has been reported using a palladium(II) complex of (5, iS )-CHIRAPHOS. The reaction of norbomadiene with 4-methoxyiodobenzene proceeded with 30% ee (eq 5). Enantioselectivities were dependent upon phosphine structure (see (+)-trans-(2S,3S)-Bis(diphenylphosphino)bicyclo[2.2.1 ]hept-5-ene). 

Yamaguchi, M. Shima, T. Yamagishi, T Hida, M. Tetrahedron Asymmetry 1991, 2, 663. 

Gregory T. Whiteker Union Carbide Corporation, South Charleston, WV, USA 

Solubility soluble in organic solvents such as benzene, toluene, and methanol. 

Preparative Methods the title reagent 1 is prepared from (R)-7,7 -bis(triflyloxy)-2,2 -dimethoxy-l,r-binaphthyl (2) in four steps. Treatment of 2 with carbon monoxide (4 atm) and methanol in the presence of palladium(II) acetate gives a 7,7 -bis (methoxycarbonyl) derivative, which is reduced to diol, converted to dibromide, and then reacted with lithium diphenylphosphide to finally give 1 (eq 1). 

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