Department of Chemistry, Graduate School of Sciences, and International Research Center for Molecular Systems (IRCMS), Kyushu University, 6-10-1 Hakozaki, Higashi-ku, Fukuoka 812-8581 (Japan); JST ACT-C, 6-10-1 Hakozaki, Higashi-ku, Fukuoka 812-8581 (Japan).
Angew Chem Int Ed Engl. 2015 Feb 16;54(8):2393-6. doi: 10.1002/anie.201410607. Epub 2015 Jan 7.
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.
手性铱催化剂[IrCl(cod)]2、手性二膦配体（Josiphos）、碘和 Yb(OTf)3（cod = 1,5-环辛二烯）可将嘧啶化合物不对称氢化，ee 值最高可达 99%。该手性催化剂可将各种 4-取代嘧啶化合物高收率转化为手性 1,4,5,6-四氢嘧啶。三氟甲磺酸镧对于获得高对映选择性以及活化杂芳烃底物至关重要。
