Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2003 Sep 3;125(35):10498-9.
doi: 10.1021/ja036290b.

Decarbonylative cross-coupling of cyclic anhydrides: introducing stereochemistry at an sp3 carbon in the cross-coupling event

Erin M O'Brien  1 , Eric A Bercot, Tomislav Rovis
Affiliations

Decarbonylative cross-coupling of cyclic anhydrides: introducing stereochemistry at an sp3 carbon in the cross-coupling event

Erin M O'Brien et al. J Am Chem Soc. .

Abstract

Treatment of cyclic anhydrides with stoichiometric amounts of nickel-neocuproine complex generates alkylcarboxylato-nickelalactones upon extrusion of CO. These metalacycles undergo cross-coupling with arylzinc reagents. The generated CO is sequestered in situ by a nickel-dppb complex. The overall sequence effects a secondary sp3(electrophile)-sp2(nucleophile) cross-coupling and allows for control of stereochemistry during the bond-forming event.

PubMed Disclaimer

LinkOut - more resources