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Approach Toward Stereoselective α‐Arylation by Pd/Cu‐Catalyzed Arylboration of Electron Deficient Alkenes
Author(s) -
Das Suman,
Reilly Maeve A.,
Dorn Stanna K.,
Pearson Allison M.,
Brown M. Kevin
Publication year - 2025
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202424073
Subject(s) - stereoselectivity , catalysis , chemistry , palladium , copper , alkene , electron , medicinal chemistry , stereochemistry , combinatorial chemistry , organic chemistry , physics , quantum mechanics
Abstract Palladium‐catalyzed cross coupling of enolates—α‐arylation—is an established method for chemical synthesis. A major challenge in the field is control of stereochemistry for the α‐carbon. This is typically due to facile epimerization under the basic reaction conditions for α‐arylation. In this study, an alternative approach is presented that involves the Pd/Cu‐catalyzed arylboration of electron deficient alkenes. The products are generated with high levels of diastereoselectivity for a broad range of substitution patterns. Enantioselective variants are also presented in addition to product derivatizations.