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Preparation and Application of Iron‐substituted (Z)‐Enals: Synthesis of 5‐Substituted α,β‐Butenolides
Authors:Mark Mikulá  s,Christian Mö  ller,Sybille Rust,Frank Wierschem,Patrick Amrhein,Karola Rü  ck‐Braun
Abstract:A reaction sequence furnishing cyclic β‐[η5‐C5H5(CO)2Fe]‐substituted enals 5 starting from β‐keto esters 1 is described. Organolithiums were found to react smoothly with the iron‐substituted enals yielding α,β‐butenolides 6 by an intramolecular cyclocarbonylation of the lithiumalkoxide initially formed. The influence of e.g. the reaction temperature and the solvent on the reaction cascade is discussed. A reaction mechanism is proposed.
Keywords:Carbonylations  Iron  Lactams  Lactones  Lithium
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