Catalytic Enantioselective 1,3-Alkyl Shift in Alkyl Aryl Ethers: Efficient Synthesis of Optically Active 3,3'-Diaryloxindoles.
Amol B GadePradip N BaglePopat S ShindeVipin BhardwajSubhrashis BanerjeeAjit ChandeNitin T PatilPublished in: Angewandte Chemie (International ed. in English) (2018)
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 Brønsted 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.