Substituting N-methylpyrrole for N-methyindole in secondary-amine-catalysed Friedel-Crafts reactions leads to a curious erosion of enantioselectivity. In extreme cases, this substrate dependence can lead to an inversion in the sense of enantioinduction. Indeed, these closely similar transformations require two structurally distinct catalysts to obtain comparable selectivities.
View Article and Find Full Text PDFInvited for the cover of this issue is the group of Ryan Gilmour at the Westfälische Wilhelms-Universität Münster. The image depicts how the modes of stereoinduction differ for- N-methylpyrrole to- N-methylindole. Read the full text of the article at 10.
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