Iridium-catalyzed enantioselective olefinic C(sp2)–H allylic alkylation. Issue 8 (22nd January 2021)

• Record Type: Journal Article
• Authors: Sarkar, Rahul; Mukherjee, Santanu
• Is Part Of: Chemical science. Volume 12:Issue 8(2021)
• Page Start: 3070
• Page End: 3075
• Publication Date: 2021-01-22
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d0sc06208a
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : The first iridium-catalyzed enantioselective allylic alkylation of an olefinic C(sp 2 )–H bond – that of an α, β-unsaturated carbonyl compound, is developed in cooperation with Lewis base catalysis. Abstract : The first iridium-catalyzed enantioselective olefinic C(sp 2 )–H allylic alkylation is developed in cooperation with Lewis base catalysis. This reaction, catalyzed by cinchonidine and an in situ generated cyclometalated Ir(i )/phosphoramidite complex, makes use of the latent enolate character of an α, β-unsaturated carbonyl compound, namely coumalate ester, to introduce an allyl group at its α-position in a branched-selective manner in moderate to good yield with good to excellent enantioselectivities (up to 98 : 2 er).