Asymmetric alkynylation of aldehydes catalyzed by an In(III)/BINOL complex.
Asymmetric alkynylation of both aromatic and aliphatic aldehydes using catalytic amounts of In(III)/BINOL is described. Dual activation of both substrates due to the "bifunctional character" of the indium(III) catalyst enables a broad range of substrate generality with high enantioselectivity (83 to >99% ee).
Takita
Ryo
R
Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
Yakura
Kenichiro
K
Ohshima
Takashi
T
Shibasaki
Masakatsu
M
D000447:Aldehydes / Q000138:chemical synthesis* / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D007204:Indium / Q000737:chemistry*; D015394:Molecular Structure; D009284:Naphthols / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry*
D000447:Aldehydes; D000480:Alkynes; C406944:BINOL, naphthol; D009284:Naphthols; D009942:Organometallic Compounds; D007204:Indium