Jump to main content
Jump to site search


Catalytic asymmetric synthesis of 3-aryl phthalides enabled by arylation–lactonization of 2-formylbenzoates

Author affiliations

Abstract

The catalytic asymmetric synthesis of 3-aryl phthalides is reported through a sequential asymmetric arylation–lactonization reaction. The reaction is enabled by a boron–zinc exchange to generate reactive arylating agents, which react with 2-formylbenzoates in the presence of a chiral amino naphthol ligand. The enantiodetermining step is the arylation of the aldehyde, which then undergoes a lactonization event to yield the corresponding phthalides in good yields and enantioselectivities.

Graphical abstract: Catalytic asymmetric synthesis of 3-aryl phthalides enabled by arylation–lactonization of 2-formylbenzoates

Back to tab navigation

Supplementary files

Publication details

The article was received on 16 Nov 2018, accepted on 05 Dec 2018 and first published on 05 Dec 2018


Article type: Paper
DOI: 10.1039/C8OB02872A
Citation: Org. Biomol. Chem., 2019, Advance Article
  •   Request permissions

    Catalytic asymmetric synthesis of 3-aryl phthalides enabled by arylation–lactonization of 2-formylbenzoates

    A. M. M. Carlos, R. Stieler and D. S. Lüdtke, Org. Biomol. Chem., 2019, Advance Article , DOI: 10.1039/C8OB02872A

Search articles by author

Spotlight

Advertisements