Pd-Catalyzed Asymmetric Synthesis of Chiral 2-Trifluoromethyl-4-(indol-3-yl)-4H-chromene Derivatives

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 29, 2025

This paper presents a new strategy for the construction of chiral 4H-chromene skeleton. A series 2-trifluoromethyl-4-(indol-3-yl)-4H-chromenes were synthesized in moderate to good yields (60-92%) with excellent enantioselectivity (up 97% ee) through palladium-catalyzed asymmetric condensation 2H-chromenes and indoles. These trifluoromethylated, stereochemically rich building blocks hold potential value medicinal chemistry.

Language: Английский

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Pd-Catalyzed Asymmetric Etherification of 2H-chromenes: Enantioselective Construction of Chiral 4-Alkoxy-4H-chromenes

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

A new strategy for the construction of a chiral 4-alkoxy-4 H -chromene skeleton was reported. series -chromenes containing trifluoromethyl group were obtained in good yields and excellent enantioselectivity.

Language: Английский

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Synthesis and evaluation of new mono- and binuclear salen complexes for the Cα-alkylation reaction of amino acid substrates as chiral phase transfer catalysts

Molecular Catalysis, Journal Year: 2024, Volume and Issue: 569, P. 114618 - 114618

Published: Oct. 22, 2024

Language: Английский

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Synthesis and Evaluation of New Mono- and Binuclear Salen Complexes for the Cα-Alkylation Reaction of Amino Acid Substrates as Chiral Phase Transfer Catalysts

Published: Jan. 1, 2024

Language: Английский

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Palladium-Catalyzed Asymmetric Allylic Alkylation of Azlactones: An Efficient Access to Unsaturated Trifluoromethylated α-Amino Acid Derivatives Possessing α-Quaternary Stereogenic Centers

Synthesis, Journal Year: 2024, Volume and Issue: 56(20), P. 3220 - 3232

Published: July 4, 2024

Abstract A new strategy for the asymmetric allylic alkylation of azlactones with α-(trifluoromethyl)allyl acetates catalyzed by Pd(OAc)2/(R)-BINAP is designed and developed, providing access to unsaturated α-quaternary α-amino acid derivatives bearing a trifluoromethyl group contiguous quaternary tertiary stereogenic centers. The products are obtained in good yields exclusive regioselectivity excellent stereoselective control under relatively mild reaction conditions. scale-up experiment shows no loss reactivity or stereoselectivity. synthetic utility current demonstrated through transformations representative product afford several potentially bioactive species.

Language: Английский

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Asymmetric Pd-Catalyzed Allylation of N-Functionalized Glycine Ethyl Esters

Synfacts, Journal Year: 2023, Volume and Issue: 19(11), P. 1113 - 1113

Published: Oct. 14, 2023

Language: Английский

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