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An enantioselective tandem Friedel–Crafts alkylation–hemiketalization between electron-rich phenols and α,β-unsaturated ketoesters gave a direct approach to chiral 2,3-disubstituted chromans in the presence of a chiral N,N′-dioxide/Sc(OTf)3 complex. High enantioselectivities (up… Click to show full abstract
An enantioselective tandem Friedel–Crafts alkylation–hemiketalization between electron-rich phenols and α,β-unsaturated ketoesters gave a direct approach to chiral 2,3-disubstituted chromans in the presence of a chiral N,N′-dioxide/Sc(OTf)3 complex. High enantioselectivities (up to 95% ee), high diastereoselectivities (up to 14 : 1) and high yields (up to 97%) were obtained for a broad range of substrates under mild reaction conditions.
Keywords:
crafts alkylation;
alkylation hemiketalization;
friedel crafts
Journal Title: Organic chemistry frontiers
Year Published: 2017
Link to full text (if available)
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Journal Title: Organic chemistry frontiers
Year Published: 2017
Link to full text (if available)
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recommendations!