Abstract
Nickel-catalyzed additions of arylboronic acids to alkynes, followed by enantioselective cyclizations of the alkenylnickel species onto tethered ketones or enones, are reported. These reactions are reliant upon the formal anti-carbonickelation of the alkyne, which is postulated to occur by the reversible E/Z isomerization of an alkenylnickel species.
Highlights
T ransition-metal catalysis is utilized extensively in organic synthesis to prepare compounds required for numerous applications such as drug discovery, agrochemistry, and materials science
One strategy to obtain alkenylmetal species resulting from formal anti-carbometalation is to employ substrates with a heteroatom-containing substituent in close proximity to the alkyne
After syn-carbometalation, E/Z isomerization to the antiisomer is driven by the formation of a more stable, chelated alkenylmetal species, in which the metal is coordinated to the heteroatom.1b,2a,b,d,h effective, the requirement for a nearby heteroatom-containing group limits broader applicability
Summary
T ransition-metal catalysis is utilized extensively in organic synthesis to prepare compounds required for numerous applications such as drug discovery, agrochemistry, and materials science.
Sign-in/Register to view highlights & summary Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
