Pd-Catalyzed Dearomative Allylation of Benzyl Phosphates

Komatsuda, M.; Muto, K.; Yamaguchi, J.
Org. Lett. 2018, ASAP.
DOI 10.1021/acs.orglett.8b01807

Dearomative C–C bond formation of benzyl phosphates has been developed. In the presence of a palladium/PAr₃catalyst, benzyl phosphates reacted with allyl borates to generate the allylated product in a dearomative fashion. The resulting dearomatized molecules were successfully derivatized by Simmons–Smith cyclopropanation and oxidation.