Organocatalytic Remote Stereocontrolled Synthesis of Tetrasubstituted Allenes via Asymmetric 1,8‐Addition of Propargylic Aza‐<i>p</i>‐Quinone Methides

Abstract

Abstract An organocatalytic remote stereocontrolled 1,8‐conjugated addition of in situ formed propargylic aza‐ p ‐QMs from α‐(4‐aminophenyl) propargylic alcohols and indole‐2‐carboxylates was developed, affording axially chiral tetrasubstituted allenes in 62–99% yield with 52–99% ee. The synthetic strategy not only enriches the chemistry of aza‐ p ‐quinone methides, but also provides an alternative tool for the preparation of axially chiral tetrasubstituted allenes.