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Pd-Catalyzed Dynamic Kinetic Asymmetric Cross-Coupling of Heterobiaryl Bromides with -Tosylhydrazones. | LitMetric

Pd-Catalyzed Dynamic Kinetic Asymmetric Cross-Coupling of Heterobiaryl Bromides with -Tosylhydrazones.

Org Lett

Instituto de Investigaciones Químicas (CSIC-US) and Centro de Innovación en Química Avanzada (ORFEO-CINQA), Avda. Américo Vespucio, 49, 41092 Sevilla, Spain.

Published: June 2022

A dynamic kinetic asymmetric Pd-catalyzed cross-coupling reaction of heterobiaryl bromides with ketone -tosylhydrazones for the synthesis of heterobiaryl styrenes is described. The combination of Pd(dba) as a precatalyst with a TADDOL-derived phosphoramidite ligand provides the corresponding coupling products in good yields and high enantioselectivities under mild conditions. Racemization-free -oxidation and -alkylation of the products allowed us to obtain appealing functionalized axially chiral heterobiaryl derivatives.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC9490869PMC
http://dx.doi.org/10.1021/acs.orglett.2c01355DOI Listing

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