Catalytic enantioselective 1,3-alkyl shift in alkyl aryl ethers: efficient synthesis of optically active 3,3 '-diaryloxindoles

TitleCatalytic enantioselective 1,3-alkyl shift in alkyl aryl ethers: efficient synthesis of optically active 3,3 '-diaryloxindoles
Publication TypeJournal Article
Year of Publication2018
AuthorsGade, AB, Bagle, PN, Shinde, PS, Bhardwaj, V, Banerjee, S, Chande, A, Patil, NT
JournalAngewandte Chemie-International Edition
Volume57
Issue20
Pagination5735-5739
Date PublishedMAY
Abstract

Reported is the first organocatalytic asymmetric 1,3-alkyl shift in alkyl aryl ethers for the synthesis of chiral 3,3'-diaryloxindoles using a chiral Bronsted acid catalyst. Preliminary results showed that each enantiomer of the 3,3'-diaryloxindole, and a racemic mixture, showed different antiproliferative activities against HeLa cell lines by using an MTT assay.

DOI10.1002/anie.201801650
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

11.994

Divison category: 
Organic Chemistry
Physical and Materials Chemistry