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Decarboxylative Organocatalytic Allylic Amination of Morita-Baylis-Hillman Carbamates

. 2018 Sep 12 ; 24 (51) : 13441-13445. [epub] 20180817

Status PubMed-not-MEDLINE Language English Country Germany Media print-electronic

Document type Journal Article

Grant support
16-23597S Grantová Agentura České Republiky
18-11851S Grantová Agentura České Republiky
1504217 Grantová Agentura, Univerzita Karlova

The present study reports the organocatalytic enantioselective allylic amination of Morita-Baylis-Hillman carbamates efficiently catalyzed by a chiral amine in the presence of a Brønsted acid. Chiral allylic amines were produced in high yields (up to 98 %) and enantioselectivities (up to 97 % ee). This method provides an efficient and easily performed route to prepare α-methylene-β-lactams, and other optically active β-lactams, such as the cholesterol-lowering drug Ezetimibe.

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