Synergistic catalysis for stereocontrol of prochiral nucleophiles in palladium-catalyzed asymmetric allylic substitution

Science China Chemistry, Journal Year: 2023, Volume and Issue: 66(8), P. 2238 - 2255

Published: July 20, 2023

Language: Английский

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Enantio‐ and Diastereodivergent Synthesis of Spirocycles through Dual‐Metal‐Catalyzed [3+2] Annulation of 2‐Vinyloxiranes with Nucleophilic Dipoles

Angewandte Chemie, Journal Year: 2021, Volume and Issue: 133(47), P. 25145 - 25153

Published: Sept. 17, 2021

Abstract The development of efficient and straightforward methods for obtaining all optically active isomers structurally rigid spirocycles from readily available starting materials is great value in drug discovery chiral ligand development. However, the stereodivergent synthesis bearing multiple stereocenters remains an unsolved challenge owing to steric hindrance ring strain. Herein, we report enantio‐ diastereodivergent through dual‐metal‐catalyzed [3+2] annulation oxy π‐allyl metallic dipoles with less commonly employed nucleophilic (imino esters). A series spiro compounds a pyrroline olefin were easily synthesized manner (up 19:1 dr, >99 % ee ), which showed promise as new type N ‐olefin ligand. Preliminary mechanistic studies also carried out understand process this bimetallic catalysis.

Language: Английский

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Bimetallic Catalysis in Stereodivergent Synthesis

Angewandte Chemie, Journal Year: 2022, Volume and Issue: 134(45)

Published: Aug. 2, 2022

Abstract Bimetallic catalysis has emerged as an efficient strategy for the development of new chemical reactions. Importantly, this also provides a simple and powerful platform stereodivergent synthesis, whereby all possible stereoisomers products bearing two stereocenters can be easily prepared from same set starting materials. In Minireview, allylic substitution, propargylic hydrofunctionalization, annulation based on bimetallic been summarized. It is expected that more catalytic systems will developed applied synthesis valuable molecules.

Language: Английский

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Pd-catalyzed functionalization of 1,3-enynes via alkylene-π-allylpalladium intermediates

Green Synthesis and Catalysis, Journal Year: 2022, Volume and Issue: 4(2), P. 124 - 134

Published: Dec. 15, 2022

In recent years, the concept of transition metal-catalyzed functionalization unsaturated hydrocarbons has emerged as a promising strategy for developing new and valuable reactions, attracted considerable attention because it is efficient atomic economical. this critical review, we describe advances that have been made in development 1,3-enynes via alkylene-π-allylpalladium intermediates.

Language: Английский

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Copper/ruthenium relay catalysis enables 1,6-double chiral inductions with stereodivergence

Chemical Science, Journal Year: 2024, Volume and Issue: 15(26), P. 10135 - 10145

Published: Jan. 1, 2024

A stereodivergent synthesis of chiral ζ-hydroxy amino esters containing 1,6-stereocenters and a unique β,γ-unsaturation was developed through asymmetric Cu/Ru relay catalysis to conduct the borrowing hydrogenation/1,6-Michael addition protocol.

Language: Английский

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