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The effective and unprecedented chiral BINOL phosphoric acid catalyzed (1-10 mol%) dearomatization of indoles through electrophilic activation of allenamides (ee up to 94%), is documented. Besides the synthesis of 3,3-disubstituted indolenine cores, a dearomatization/hydrogen transfer cascade sequence is also presented as a new synthetic shortcut toward highly enantiomerically enriched indolines.
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Romano et al. (2014) studied this question.
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