Cu(I)-catalyzed direct enantioselective cross aldol-type reaction of acetonitrile.
Direct catalytic enantioselective cross aldol-type reaction of an acetate surrogate was developed using Cu alkoxide-chiral phosphine complexes as catalysts. Chemoselective activation and deprotonation of the donor substrate (acetonitrile) by the soft metal alkoxide in a strongly donating solvent (HMPA) are key to success in this reaction. Useful chemical yields and promising enantioselectivities are produced using either DTBM-SEGPHOS or a tuned BIPHEP as a chiral ligand. [reaction: see text]
Suto
Yutaka
Y
Graduate School of Pharmaceutical Sciences, The University of Tokyo, Tokyo 113-0033, Japan.
Tsuji
Riichiro
R
Kanai
Motomu
M
Shibasaki
Masakatsu
M