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Lewis Acid Ring-Opening of Azetidines by Rohan is a document available to read on EtoBox.

The document describes a new method for synthesizing substituted allylamines through an unprecedented rearrangement of 2-aryl-β-tosylazetidines. A Lewis acid mediated ring-opening of the azetidines in polar solvents is followed by rearrangement to yield chiral allylamines in high enantiomeric excess. The methodology allows efficient synthesis of α,β-unsaturated amino acids. A mechanism for the rearrangement reaction is also proposed.

Author

Rohan

Language

EN