Highly diastereoselective sulfonium ylide rearrangements to quaternary substituted indolines

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Abstract

(Chemical Equation Presented) Quat. centers: Sulfonium ylide intermediates generated from halogenated vinyl diazoacetates and 2-thioindoles in the presence of a RhII complex undergo highly diastereoselective [3,3] rearrangements to indolines having an asymmetric quaternary carbon center with an adjacent halogenated stereocenter (see scheme). © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

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Boyarskikh, V., Nyong, A., & Rainier, J. D. (2008). Highly diastereoselective sulfonium ylide rearrangements to quaternary substituted indolines. Angewandte Chemie - International Edition, 47(29), 5374–5377. https://doi.org/10.1002/anie.200801336

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