TY - JOUR
T1 - Design of chiral catalysis and asymmetric autocatalysis for the enantioselective additions of organozinc reagents
AU - Soai, Kenso
AU - Shibata, Takanori
N1 - Copyright:
Copyright 2017 Elsevier B.V., All rights reserved.
PY - 1997/11
Y1 - 1997/11
N2 - Diphenyl(1-methylpyrrolidin-2-yl)methanol (DPMPM) and N,N-dibutylnorephedrine (DBNE) are highly enantio- and chemoselective chiral catalysts for the addition of dialkylzincs to various aldehydes, affording sec-alcohols with high enantiomeric excesses. Heterogeneous chiral catalyst supported on polystyrene is also highly enantioselective. Pyrimidyl and quinolyl alkanols are asymmetric autocatalysts with amplification of enantiomeric excess in the enantioselective isopropylation of aldehydes. Enantioselective addition of dialkylzincs to N-diphenylphosphinylimines and conjugate addition to enones are performed using N,N-dialkylnorephedrines.
AB - Diphenyl(1-methylpyrrolidin-2-yl)methanol (DPMPM) and N,N-dibutylnorephedrine (DBNE) are highly enantio- and chemoselective chiral catalysts for the addition of dialkylzincs to various aldehydes, affording sec-alcohols with high enantiomeric excesses. Heterogeneous chiral catalyst supported on polystyrene is also highly enantioselective. Pyrimidyl and quinolyl alkanols are asymmetric autocatalysts with amplification of enantiomeric excess in the enantioselective isopropylation of aldehydes. Enantioselective addition of dialkylzincs to N-diphenylphosphinylimines and conjugate addition to enones are performed using N,N-dialkylnorephedrines.
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U2 - 10.5059/yukigoseikyokaishi.55.994
DO - 10.5059/yukigoseikyokaishi.55.994
M3 - Article
AN - SCOPUS:18844411402
SN - 0037-9980
VL - 55
SP - 994
EP - 1005
JO - Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
JF - Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
IS - 11
ER -