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Ligand-dependent stereoselective Suzuki-Miyaura cross-coupling reactions of β-enamido triflates.

ABSTRACT: The stereoselective Suzuki-Miyaura cross-coupling of (Z)-β-enamido triflates is demonstrated. Depending on the nature of the ligand in the palladium catalyst, either retention or inversion of the configuration during the synthesis of β,β-diaryl-substituted enamides is observed. Thus, the method provides synthetic access to both isomers of the target enamides from (Z)-β-enamido triflates.

SUBMITTER: Chvojka T

PROVIDER: S-EPMC8561141 | biostudies-literature | 2021

REPOSITORIES: biostudies-literature

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Ligand-dependent stereoselective Suzuki-Miyaura cross-coupling reactions of β-enamido triflates.

Chvojka Tomáš T Markos Athanasios A Voltrová Svatava S Pohl Radek R Beier Petr P

Beilstein journal of organic chemistry 20211029

The stereoselective Suzuki-Miyaura cross-coupling of (<i>Z</i>)-β-enamido triflates is demonstrated. Depending on the nature of the ligand in the palladium catalyst, either retention or inversion of the configuration during the synthesis of β,β-diaryl-substituted enamides is observed. Thus, the method provides synthetic access to both isomers of the target enamides from (<i>Z</i>)-β-enamido triflates. ...[more]

PMID: 34795803

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