Abstract
AbstractHerein we demonstrate the utilization of neighboring ortho‐hydroxy group participation in the pretransition state of enamine‐ and iminium‐based triple domino reactions for high reactions rates and asymmetric induction. Enantiomerically pure, drug‐like chromanes and tetrahydro‐6H‐benzo[c]chromenes having three to four contiguous stereocenters are synthesized through triple domino Michael/aldol/oxa‐Michael reactions catalyzed by (R)‐2‐{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine followed by Wittig and Michael/Wittig–Horner reactions from simple precursors under mild conditions.
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