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

ABSTRACT: 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.).

SUBMITTER: Kaur K

PROVIDER: S-EPMC8438702 | biostudies-literature | 2021 Sep

REPOSITORIES: biostudies-literature

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

Kaur Kirandeep K Humbrías-Martín Jorge J Hoppmann Leon L Fernández-Salas Jose A JA Daniliuc Constantin G CG Alemán José J Mancheño Olga García OG

Chemical communications (Cambridge, England) 20210914 73

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.). ...[more]

PMID: 34519302

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