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Ring‐opening of azetidiniums by nucleophiles. Synthesis of polysubstituted linear amines
Authors:Guillaume Masson  Domingo Gomez Pardo  Janine Cossy
Abstract:This microreview focuses on the nucleophilic ring‐opening of azetidiniums presenting various substitution patterns at C2, C3, and C4. In most cases, the nucleophilic ring‐opening occurred in a stereoselective and regioselective fashion producing functionalized linear amines. Experimental selectivities associated with Density Functional Theory (DFT) calculations have allowed a better understanding of the parameters governing the regioselectivities.
Keywords:azetidine  azetidinium  nucleophilic ring‐opening  regioselectivity  diastereoselectivity  SN2  amine
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