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Iridium-catalyzed enantioselective olefinic C(sp²)-H allylic alkylation.

ABSTRACT: The first iridium-catalyzed enantioselective olefinic C(sp²)-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).

SUBMITTER: Sarkar R

PROVIDER: S-EPMC8179414 | biostudies-literature | 2021 Jan

REPOSITORIES: biostudies-literature

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Iridium-catalyzed enantioselective olefinic C(sp2)-H allylic alkylation.

Sarkar Rahul R Mukherjee Santanu S

Chemical science 20210115 8

The first iridium-catalyzed enantioselective olefinic C(sp2)-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 ...[more]

PMID: 34164076

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