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A sucrose ferulate cycle linchpin for ferulyolation of arabinoxylans in plant commelinids

https://doi.org/10.1038/s41477-024-01781-1

Yang, Dalin; Liu, Hui; Li, Xiaojie; Zhang, Yafeng; Zhang, Xingwang; Yang, Huanhuan; Liu, Mingyu; Koch, Karen E; McCarty, Donald R; Li, Shengying; et al (September 2024, Nature Plants)

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Recent advances in the generation and functionalization of C(alkenyl)–Pd species for synthesis of polysubstituted alkenes

https://doi.org/10.1016/j.tet.2021.132513

Liu, Mingyu; Sun, Juntao; Engle, Keary M. (January 2022, Tetrahedron)

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(CAAC)Copper Catalysis Enables Regioselective Three-Component Carboboration of Terminal Alkynes

https://doi.org/10.1021/acscatal.2c00614

Gao, Yang; Kim, Nana; Mendoza, Skyler D.; Yazdani, Sima; Faria Vieira, Andre; Liu, Mingyu; Kendrick, Aaron; Grotjahn, Douglas B.; Bertrand, Guy; Jazzar, Rodolphe; et al (June 2022, ACS Catalysis)

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Pd ^II ‐Catalyzed C(alkenyl)−H Activation Facilitated by a Transient Directing Group**

https://doi.org/10.1002/anie.202203624

Liu, Mingyu; Sun, Juntao; Erbay, Tuğçe_G; Ni, Hui‐Qi; Martín‐Montero, Raúl; Liu, Peng; Engle, Keary_M (May 2022, Angewandte Chemie International Edition)

Abstract Palladium(II)‐catalyzed C(alkenyl)−H alkenylation enabled by a transient directing group (TDG) strategy is described. The dual catalytic process takes advantage of reversible condensation between an alkenyl aldehyde substrate and an amino acid TDG to facilitate coordination of the metal catalyst and subsequent C(alkenyl)−H activation by a tailored carboxylate base. The resulting palladacycle then engages an acceptor alkene, furnishing a 1,3‐diene with high regio‐ andE/Z‐selectivity. The reaction enables the synthesis of enantioenriched atropoisomeric 2‐aryl‐substituted 1,3‐dienes, which have seldom been examined in previous literature. Catalytically relevant alkenyl palladacycles were synthesized and characterized by X‐ray crystallography, and the energy profiles of the C(alkenyl)−H activation step and the stereoinduction model were elucidated by density functional theory (DFT) calculations.
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