Abstract
A chiral iminophosphite ligand based on biphenyl-2,2"-diol and its chelates with rhodium(i) and palladium(ii) were synthesized for the first time. Successful use of these compounds in asymmetric allylic substitution was demonstrated. The enantioselectivity of palladium-catalyzed alkylation of methyl pent-3-en-2-yl carbonate with dimethyl malonate reached 70%, that in the alkylation of 1,3-diphenylallyl acetate with dimethyl malonate was 88%. In the rhodium-catalyzed sulfonylation of 1,3-diphenylallyl acetate with sodium p-toluenesulfinite, the enantioselectivity was 56%.
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