Enantioselective vinylogous-Mukaiyama-type dearomatisation by anion-binding catalysis

The first enantioselective vinylogous Mukaiyama-type dearomatisation of heteroarenes under anion-binding catalysis is presented. A recyclable tetrakistriazole catalyst was used for the enantiocontrol of the remote vinylogous active position of silyl dienol ethers. This approach provided chiral heter...

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Bibliographic Details
Authors: Kaur, Kirandeep, Humbrías Martín, Jorge, Hoppmann, Leon, Fernández Salas, José Antonio, Daniliuc, Constantin G., Alemán Lara, José Julián, García Mancheño, Olga
Format: article
Publication Date:2021
Country:España
Institution:Universidad Autónoma de Madrid
Repository:Biblos-e Archivo. Repositorio Institucional de la UAM
Language:English
OAI Identifier:oai:repositorio.uam.es:10486/716505
Online Access:http://hdl.handle.net/10486/716505
https://dx.doi.org/10.1039/d1cc03514b
Access Level:Open access
Keyword:Organocatalysis
phosphoric acid
asymmetric catalysis
Química
Description
Summary:The first enantioselective vinylogous Mukaiyama-type dearomatisation of heteroarenes under anion-binding catalysis is presented. A recyclable tetrakistriazole catalyst was used for the enantiocontrol of the remote vinylogous active position of silyl dienol ethers. This approach provided chiral heterocycles bearing α,β-unsaturated chains with complete regioselectivity and excellent enantioselectivities (up to 97.5 : 2.5 e.r.)