ao9b02693_si_004.pdf (111.41 kB)
Gold-Catalyzed Hydroalkoxylation/Povarov Reaction Cascade of Alkynols with N‑Aryl Imines: Synthesis of Tetrahydroquinolines
journal contribution
posted on 2019-09-09, 18:12 authored by Ciwang He, Ju Cai, Yang Zheng, Chao Pei, Lihua Qiu, Xinfang XuA one-pot gold-catalyzed hydroalkoxylation/Povarov
reaction cascade
of alkynols with N-aryl imines or in situ generated
iminium has been developed. The protocol provides a facile access
to a series of fused tricyclic tetrahydroquinolines with a broad substrate
scope using readily available materials under mild conditions. The
unique mechanistic feature is the dual function of the gold catalyst,
which first catalyzed the intramolecular hydroalkoxylation of alkynols,
and upon the formation of dihydrofuran species, promoted the following
Povarov reaction with high stereoselectivity.
History
Usage metrics
Categories
Keywords
aryl iminesstereoselectivityseriesImineGold-Catalyzedgold catalystaccesssubstrate scopeAlkynolPovarov reactionintramolecular hydroalkoxylationtricyclic tetrahydroquinolinesSynthesifunctiondihydrofuran speciesTetrahydroquinolinematerialalkynolCascadeformationArylgold-catalyzedHydroalkoxylationcascadeone-potiminium
Licence
Exports
RefWorks
BibTeX
Ref. manager
Endnote
DataCite
NLM
DC