Catalytic asymmetric nitroaldol reaction of α,α-difluoro aldehydes mediated by rare earth-lithium-BINOL complexes

Autor: Iseki, Katsuhiko, Oishi, Satoshi, Sasai, Hiroaki, Shibasaki, Masakatsu
Zdroj: Tetrahedron Letters; January 1996, Vol. 37 Issue: 50 p9081-9084, 4p
Abstrakt: Rare earth-Li-BINOL complexes were used to catalyze nitroaldol reactions of α,α-difluoro adehydes with nitromethane in a good enantioselective manner. The optical yields of nitroaldol 2adepend on the size of rare earth metals, and an Sm-Li-BINOL complex gave the highest enantioselectivity. The enantiotopic face selection of α,α-difluoro aldehyde 1awas found to be different from that of nonfluorinated aldehydes employed in the usual catalytic asymmetric nitroaldol reactions.
Databáze: Supplemental Index