jo9b00442_si_001.pdf (8.49 MB)
From Tetrahydrofurans to Tetrahydrobenzo[d]oxepines via a Regioselective Control of Alkyne Insertion in Rhodium-Catalyzed Arylative Cyclization
journal contribution
posted on 2019-03-20, 00:00 authored by Aymane Selmani, Fabien Serpier, Sylvain DarsesThe formation of chiral 5- and 7-membered
tetrahydrofurans and
tetrahydrobenzo[d]oxepines is achieved via arylative
cyclization of simple O-tethered alkyne-enoates in
the presence of arylboronic acids and chiral dienes-rhodium catalyst
under mild conditions. Access to such structures was achieved via
a simple switch in the regioselectivity of the alkyne insertion thanks
to a proper choice of the alkyne substituent.
History
Usage metrics
Categories
Keywords
arylboronic acidsoxepinealkyne substituentAccessTetrahydrobenzo7- membered tetrahydrofuransalkyne-enoateRhodium-Catalyzed Arylative CyclizationTetrahydrofuranpresencechiral 5-tetrahydrobenzoalkyne insertion thankschoiceformationRegioselective ControlAlkyne Insertionregioselectivityarylative cyclizationchiral dienes-rhodium catalyst
Licence
Exports
RefWorks
BibTeX
Ref. manager
Endnote
DataCite
NLM
DC