Jump to main content
Jump to site search


Nickel-catalyzed enantioselective sequential Nazarov cyclization/decarboxylation

Author affiliations

Abstract

The nickel-catalyzed enantioselective sequential Nazarov cyclization/decarboxylation has been developed. The use of chiral oxazoline iminopyridine and metal perchlorate allows the enantioselective decarboxylative electrocyclization of divinyl ketones bearing an α-ester group to afford chiral cyclopentenones in good yields with excellent enantioselectivities. Various derivatizations could be easily carried out to deliver chiral polysubstituted cyclopentenes. Primary mechanistic studies demonstrated that nickel-catalyzed asymmetric Nazarov cyclization was followed by nickel-promoted decarboxylation.

Graphical abstract: Nickel-catalyzed enantioselective sequential Nazarov cyclization/decarboxylation

Back to tab navigation

Supplementary files

Publication details

The article was received on 14 Mar 2018, accepted on 27 Mar 2018 and first published on 29 Mar 2018


Article type: Research Article
DOI: 10.1039/C8QO00279G
Citation: Org. Chem. Front., 2018, Advance Article
  •   Request permissions

    Nickel-catalyzed enantioselective sequential Nazarov cyclization/decarboxylation

    H. Zhang and Z. Lu, Org. Chem. Front., 2018, Advance Article , DOI: 10.1039/C8QO00279G

Search articles by author

Spotlight

Advertisements