Chiral α‑Amino Acid/Palladium-Catalyzed Asymmetric Allylation of α‑Branched β‑Ketoesters with Allylic Amines: Highly Enantioselective Construction of All-Carbon Quaternary Stereocenters
journal contributionposted on 24.10.2019, 19:43 by Ya-Nan Xu, Meng-Zeng Zhu, Shi-Kai Tian
A new protocol has been developed for the use of allylic amines as allylating agents in the chiral α-amino acid/palladium-catalyzed asymmetric allylation of α-branched β-ketoesters, providing highly enantioselective access to all-carbon quaternary stereocenters. Notably, the formation of a primary amine, a secondary amine, or ammonia as a byproduct has little influence on the enantioselectivity for the catalytic asymmetric synthesis of structurally diverse α,α-disubstituted β-ketoesters.
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enantioselectivityallylic aminesallylating agentsenantioselective accessinfluenceAll-Carbon Quaternary StereocentersAsymmetricammoniaAllylationEnantioselective Constructionβ- ketoestersbyproductAllylic AminesChiralBranchedformationallylationchiral α-all-carbon quaternary stereocentersKetoesteraciddisubstitutedsynthesisAmino