Stereoselective Asymmetric Synthesis of Pyrrolidines with Vicinal Stereocenters Using a Memory of Chirality-Assisted Intramolecular SN2′ Reaction

초록

An efficient strategy for the asymmetric synthesis of pyrrolidines with vicinal quaternary-tertiary or quaternary-quaternary stereocenters was established. A "memory of chirality" intramolecular S(N)2' reaction of alpha-amino ester enolates with allylic halides provided a functionalized pyrrolidine with excellent dia- and enantioselectivity. This method features construction of stereochemically enriched pyrrolidines in a single operation through the influence of a single chiral center presented in substrates.

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