Department of Chemistry, University of California, Irvine, Irvine, CA, 92697, USA.
Department of Chemistry, Graduate School of Sciences, Kyoto University, Sakyo, Kyoto, 606-8502, Japan.
Angew Chem Int Ed Engl. 2019 Mar 26;58(14):4705-4709. doi: 10.1002/anie.201900545. Epub 2019 Feb 27.
We report a dynamic kinetic resolution (DKR) of chiral 4-pentenals by olefin hydroacylation. A primary amine racemizes the aldehyde substrate via enamine formation and hydrolysis. Then, a cationic rhodium catalyst promotes hydroacylation to generate α,γ-disubstituted cyclopentanones with high enantio- and diastereoselectivities.
我们报告了通过烯烃氢酰化对手性 4-戊烯醛的动态动力学拆分(DKR)。伯胺通过烯胺形成和水解使醛底物外消旋化。然后,阳离子铑催化剂促进氢酰化,以高对映选择性和非对映选择性生成α,γ-二取代的环戊酮。