Abstract Various 1‐(1‐hydroxyalkyl) paraconyl alcohols are important signaling molecules within antibiotics production in Streptomyces sp. Intending developing a flexible convergent chemical synthesis of such butanolides, zwitterionic aza‐Claisen rearrangement was chosen as reliable strategy generating the central stereotriad. Reaction enantiopure N ‐allyl pyrrolidines and 4‐phenylbutenoic acid...