An efficient and general synthesis providing pyranostilbenes
in moderate yields has been developed. It consists of the reaction
of pinosylvin with the appropriate α,β-unsaturated
aldehyde catalyzed by ethylenediamine diacetate. As an application
of this methodology, biologically active natural products artocarbene
and pawhuskin B were synthesized by a convergent sequence from commercially
available aldehydes.
heterocycles - alkenes - phenols - artocarbene - pawhuskin B