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3‐Substituted BINOL Schiff bases and their reductive products for catalytic asymmetric addition of diethylzinc to aldehydes
Author(s) -
Liu Bing,
Dong ZhiBing,
Fang Cao,
Song HaiBin,
Li JinShan
Publication year - 2008
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.20559
Subject(s) - diethylzinc , chemistry , chirality (physics) , catalysis , yield (engineering) , enantioselective synthesis , optically active , combinatorial chemistry , organic chemistry , chiral symmetry breaking , physics , materials science , quantum mechanics , quark , nambu–jona lasinio model , metallurgy
Three new chiral 3‐substituted BINOL Schiff bases and their reductive 3‐arylaminomethyl BINOL products have been synthesized and used for the asymmetric addition reaction of diethylzinc to aldehydes in the presence of titanium tetraisopropoxide. The reaction provided optically active secondary alcohols in high yield (86–100%) and good enantioselectivity (up to 92% ee). Chirality, 2008. © 2008 Wiley‐Liss, Inc.