Transient Directing Group Strategy Expanded to Enantioselective Hydroalkenylation and Hydroalkynylation – Pre-Print Now Online

In a pre-print appearing online today in ChemRxiv we introduce new families of coupling partners and alkenyl aldehyde substrates into the dual catalytic platform using a transient directing group (TDG) as an organocatalyst together with palladium as the redox catalyst. Specifically, we show that under specifically tailored conditions, alkenyl and alkynyl bromides can engage in enantioselective reductive Heck hydrofunctionalization with ortho-alkenylbenzaldehydes, dienyl aldehydes, and non-conjugated aldehydes, establishing a new C(sp3)–C stereocenter at the δ position with respect to the aldehyde. Strategic use of Design of Experiment (DoE) again facilitated rapid reaction optimization due to the mechanistic complexity of this dual catalytic process. Congrats to the project team, Amit, Johny, and Luke, Quynh, and Jason! Well done all!

For a link to the pre-print in ChemRxiv, see: