An NHC-Catalyzed In Situ Activation Strategy to β-Functionalize Saturated Carboxylic Acid: An Enantioselective Formal [3+2] Annulation for Spirocyclic Oxindolo-γ-butyrolactones

An in situ NHC‐catalyzed activation strategy to β‐functionalize saturated carboxylic acid was developed. This asymmetric formal [3+2] annulation could deliver spirocyclic oxindolo‐γ‐butyrolactones from saturated carboxylic acid and isatin in good yields with high to excellent enantioselectivities. The easy availability of the starting materials, direct installation of functional units at unreactive carbon atom and the convergent assembly make this protocol attractive in the field of organic synthesis. Top cat: An in situ N‐heterocyclic carbene (NHC)‐catalyzed activation strategy to β‐functionalize saturated carboxylic acid was developed (see scheme). This asymmetric formal [3+2] annulation delivered spirocyclic oxindolo‐γ‐butyrolactones from saturated carboxylic acid and isatin in good yields with high to excellent enantioselectivities. The availability of the starting materials, direct installation of functional units at unreactive carbon atom and the convergent assembly make this protocol attractive for organic synthesis.