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

Sarkar, R and Mukherjee, S (2021) Iridium-catalyzed enantioselective olefinic C(sp2)-H allylic alkylation. In: Chemical Science, 12 (8). pp. 3070-3075.

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Official URL: https://doi.org/10.1039/d0sc06208a

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 anin situgenerated 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).

Item Type: Journal Article
Publication: Chemical Science
Publisher: Royal Society of Chemistry
Additional Information: The copyright for this article belongs to the Authors.
Keywords: Alkylation; Allylation; Carbonyl compounds; Catalysis; Enantioselectivity, Allyl groups; Allylic alkylation; Enantioselective; Enolates; Lewis base; Unsaturated carbonyl compounds, Iridium compounds
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 24 Mar 2021 10:07
Last Modified: 22 May 2023 03:51
URI: https://eprints.iisc.ac.in/id/eprint/68520

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