Palladium-Catalyzed Enantioselective Hydrohydrazonation of 1,3-Dienes

Org Lett. 2023 Dec 1;25(47):8397-8401. doi: 10.1021/acs.orglett.3c02729. Epub 2023 Nov 20.

Abstract

We presented a method for synthesizing allylic chiral hydrazones from 1,4-disubstituted 1,3-dienes and hydrazones through a (R)-DTBM-Segphos-Pd(0)-catalyzed hydrohydrazonation reaction. This transformation has a wide range of substrates and good functional group tolerance. The desired products were obtained in medium to high yield and good regio- and enantioselectivity. Synthetic transformation of the products into various nitrogen-containing chiral compounds was demonstrated.