Peters Bram B C, Jongcharoenkamol Jira, Krajangsri Suppachai, Andersson Pher G
Department of Organic Chemistry, Stockholm University, Arrhenius Laboratory, 106 91, Stockholm, Sweden.
School of Chemistry and Physics, University of KwaZulu-Natal, Private Bag X54001, Durban, South Africa.
Org Lett. 2021 Jan 1;23(1):242-246. doi: 10.1021/acs.orglett.0c04012. Epub 2020 Dec 22.
Asymmetric hydrogenation of conjugated enones is one of the most efficient and straightforward methods to prepare optically active ketones. In this study, chiral bidentate Ir-N,P complexes were utilized to access these scaffolds for ketones bearing the stereogenic center at both the α- and β-positions. Excellent enantiomeric excesses, of up to 99%, were obtained, accompanied with good to high isolated yields. Challenging dialkyl substituted substrates, which are difficult to hydrogenate with satisfactory chiral induction, were hydrogenated in a highly enantioselective fashion.
共轭烯酮的不对称氢化是制备光学活性酮最有效、最直接的方法之一。在本研究中，手性双齿Ir-N,P配合物被用于制备在α和β位均带有立体中心的酮类化合物。获得了高达99%的优异对映体过量值，同时分离产率良好至高。具有挑战性的二烷基取代底物，难以通过令人满意的手性诱导进行氢化，也能以高度对映选择性的方式进行氢化。
