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Bismuth Triflate-Catalyzed Vinylogous Nucleophilic 1,6-Conjugate Addition of para-Quinone Methides with 3-Propenyl-2-silyloxyindoles

Author:
Xie, Kai-Xue, Zhang, Zhi-Pei, Li, Xin
Source:
Organic letters 2017 v.19 no.24 pp. 6708-6711
ISSN:
1523-7052
Subject:
Lewis bases, bismuth, catalysts, chemical reactions, chemical structure, diastereoselectivity, organic compounds
Abstract:
A highly diastereoselective vinylogous nucleophilic 1,6-conjugate addition reaction of para-quinone methides with 3-propenyl-2-silyloxyindoles by a bismuth triflate catalyst has been developed. A number of diphenylmethane type compounds functionalized with oxindole motifs was obtained with excellent yields (up to 99%) and very good diastereoselectivities (up to Z/E > 99:1).
Agid:
5871401