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Ruthenium‐Catalyzed O ‐ to S ‐Alkyl Migration: A Pseudoreversible Barton–McCombie Pathway
Author(s) -
Mahy William,
Plucinski Pawel,
Jover Jesús,
Frost Christopher G.
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201505280
Subject(s) - ruthenium , catalysis , alkyl , chemistry , parallels , stereochemistry , organic chemistry , mechanical engineering , engineering
A practical ruthenium‐catalyzed O‐ to S‐alkyl migration affords structurally diverse thiooxazolidinones in excellent yields. Our studies suggest this catalytic transformation proceeds through a pseudoreversible radical pathway drawing mechanistic parallels to the classic Barton–McCombie reaction.