Rhodium(iii)-catalyzed asymmetric reductive cyclization of cyclohexadienone-tethered terminal alkenes and (E)-1,2-disubstituted alkenes (1,6-dienes) has been achieved with high yields and enantioselectivities.
The
rhodium(III)-catalyzed kinetic resolution of racemic nonactivated
terminal alkene-tethered cyclohexadienones (1,6-dienes) has been developed
with high to excellent selectivities (s up to 458)
via asymmetric borylative cyclization, providing recovered cyclohexadienones
and cis-hydrobenzofuranones with good to excellent
yields and enantioselectivities (up to 99% ee). This reaction shows
broad functional group tolerance and allows the further conversions
of these two-type products to many optically active derivatives bearing
multiple functionalities via Rh, Cu, Pd, and Ag catalysis.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.