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One‐Pot Consecutive Reactions Based on the Synthesis of Conjugated Enones by the Re‐Catalysed Meyer–Schuster Rearrangement
Author(s) -
Mattia Elio,
Porta Alessio,
Merlini Valentina,
Zai Giuseppe,
Vidari Giovanni
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201201639
Subject(s) - alkyne , yield (engineering) , rhenium , deprotonation , chemistry , conjugated system , hydride , catalysis , combinatorial chemistry , organic chemistry , computer science , physics , ion , hydrogen , polymer , thermodynamics
Re catalysis in one‐pot reactions : An atom‐economical, one‐pot strategy that involves alkyne deprotonation and a subsequent rhenium(V)‐catalysed Meyer–Schuster rearrangement of the alkynol to provide α,ß‐unsaturated enones in high yield has been developed (see scheme). Subsequent in situ hydride reduction or Diels–Alder reaction of the enones provided products in good‐to‐high overall yields.