Department of Organic Chemistry, Stockholm University, Svante Arrhenius väg 16C, SE-10691 Stockholm, Sweden.
School of Chemistry and Physics, University of KwaZulu-Natal, Private Bag X54001, Durban 4000, South Africa.
Org Lett. 2022 Mar 18;24(10):1969-1973. doi: 10.1021/acs.orglett.2c00362. Epub 2022 Mar 3.
A highly efficient N,P-ligated iridium complex is presented for the simple preparation of chiral tetrahydro-3-benzazepine motifs by catalytic asymmetric hydrogenation. Substrates bearing both 1-aryl and 1-alkyl substituents were smoothly converted to the corresponding hydrogenated product with excellent enantioselectivity (91-99% ) and in isolated yield (92-99%). The synthetic value of this transformation was demonstrated by a gram-scale hydrogenation and application in the syntheses of trepipam and fenoldopam.
一种高效的 N,P-配体铱配合物被用于通过催化不对称氢化反应简单制备手性四氢-3-苯并氮杂卓化合物。带有 1-芳基和 1-烷基取代基的底物可以被顺利转化为相应的氢化产物，具有极好的对映选择性（91-99%）和分离产率（92-99%）。这种转化的合成价值通过克级氢化反应和在 trepipam 和 fenoldopam 的合成中的应用得到了证明。
