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JOURNAL ARTICLE
RESEARCH SUPPORT, NON-U.S. GOV'T
Chemoselective S N 2' Allylations of Detrifluoroacetylatively In Situ Generated 3-Fluoroindolin-2-one-Derived Tertiary Enolates with Morita-Baylis-Hillman Carbonates.
Journal of Organic Chemistry 2017 December 16
The first example of the SN 2' reaction type of the detrifluoroacetylatively in situ generated tertiary fluoro-enolates in the uncatalyzed reactions with Morita-Baylis-Hillman derivatives has been described. The SN 2' substitution takes place in a highly chemoselective manner as no corresponding SN 2 products were observed in the reaction mixtures. Due to the excellent stereochemical outcome, the reactions seem to have an apparent synthetic value for the preparation of structurally new fluorinated oxindoles.
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