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Updated: Nov 8, 2025

A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis
Published on: February 16, 2020
Studies on a catalytic version of the Matteson asymmetric homologation reaction
Keith Smith1, Basil A Saleh2, Mohammed B Alshammari3
1School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff CF10 3AT, UK. smithk13@cardiff.ac.uk elliottmc@cardiff.ac.uk.
Abstract:
Studies of a catalytic asymmetric version of the Matteson reaction between dichloromethylboronates and organolithium reagents have been undertaken. From several different chiral catalytic systems studied, only one based on a mannitol derivative has given substantial asymmetric induction close to that previously achieved with a bis(oxazoline) derivative and ytterbium triflate. More detailed study of the latter reaction revealed that fresh ytterbium triflate actually reduced the level of asymmetric induction, while "aged" ytterbium triflate, or a fresh sample that had been treated with water, brought about improved induction. The implications of these findings are discussed.
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