Development of Catalytic Synthetic Reactions with High Clark Number Elements (Without A small Amounts of Rare Metals)

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1) The Ni-catalyzed asymmetric arylation of benzaldehydes bearing an ortho-masked H group with potassium aryltriolborates has been developed. The keys to success were (i) steric tuning of benzaldehyde derivatives bearing an ortho-Me2PhSi group, and (ii) the use of potassium arylborates as aryl sources.2) A method for cyanation reaction of carbonyl and imino compounds with trimethylsilyl cyanide in the presence of N-heterocyclic carbene prepared from 1,3-bis(2,4,6,-trimethylphenyl)imidazolium chloride and potassium tert-butoxide. has been developed.