Gold-Catalyzed [2,3]-Sigmatropic Rearrangement: Reaction of Aryl Allyl Alcohols with Diazo Compounds.
A gold-catalyzed [2,3]-sigmatropic rearrangement reaction has been developed. The intermolecular rearrangement occurs between in situ generated donor-acceptor gold-carbenes and cinnamyl alcohols via tandem oxonium ylide formation. The desired rearranged product has been accomplished selectively over more conventional O-H insertion, cyclopropanation, cycloaddition, and C-H functionalization products under mild, open-air conditions. The scope of the work has been illustrated by synthesizing a new class of substrates that can be used for constructing complex molecular targets.
Department of Organic Chemistry, Indian Institute of Science , Bangalore 560012, Karnataka, India.
Santhosh
0000-0003-1585-8803
S
Rao
Department of Organic Chemistry, Indian Institute of Science , Bangalore 560012, Karnataka, India.
Kandikere Ramaiah
0000-0002-8342-1534
KR
Prabhu