TY - JOUR
T1 - Catalytic asymmetric hydrogenation of pyrimidines
AU - Kuwano, Ryoichi
AU - Hashiguchi, Yuta
AU - Ikeda, Ryuhei
AU - Ishizuka, Kentaro
N1 - Publisher Copyright:
© 2015 Wiley-VCH Verlag GmbH & Co. KGaA.
Copyright:
Copyright 2017 Elsevier B.V., All rights reserved.
PY - 2015/2/16
Y1 - 2015/2/16
N2 - The asymmetric hydrogenation of pyrimidines proceeded with high enantioselectivity (up to 99% ee) using an iridium catalyst composed of [IrCl(cod)]2, a ferrocene-containing chiral diphosphine ligand (Josiphos), iodine, and Yb(OTf)3 (cod=1,5-cyclooctadiene). The chiral catalyst converted various 4-substituted pyrimidines into chiral 1,4,5,6-tetrahydropyrimidines in high yield. The lanthanide triflate is crucial for achieving the high enantioselectivity as well as for activating the heteroarene substrate.
AB - The asymmetric hydrogenation of pyrimidines proceeded with high enantioselectivity (up to 99% ee) using an iridium catalyst composed of [IrCl(cod)]2, a ferrocene-containing chiral diphosphine ligand (Josiphos), iodine, and Yb(OTf)3 (cod=1,5-cyclooctadiene). The chiral catalyst converted various 4-substituted pyrimidines into chiral 1,4,5,6-tetrahydropyrimidines in high yield. The lanthanide triflate is crucial for achieving the high enantioselectivity as well as for activating the heteroarene substrate.
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U2 - 10.1002/anie.201410607
DO - 10.1002/anie.201410607
M3 - Article
AN - SCOPUS:85027926634
VL - 54
SP - 2393
EP - 2396
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
SN - 1433-7851
IS - 8
ER -