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Unexpected Facile Formation of an Achaetolide Dimer
Author(s) -
Zhang ShaoMin,
Lu XiaoWei,
Wu Yikang
Publication year - 2012
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201200063
Subject(s) - chemistry , dimer , ring closing metathesis , ring (chemistry) , metathesis , salt metathesis reaction , combinatorial chemistry , stereochemistry , organic chemistry , polymerization , polymer
Ring‐closing metathesis (RCM)‐based approaches to achaetolide usually lead to smooth ring closures. In contrast, lactonization gave none of the expected monolactone, but instead a diolide was obtained as the predominant product. This result not only illustrates that the current method is a facile “one‐pot” route to dilactones, but it also demonstrates an unnoticed advantage of RCM over lactonization for the formation of the given ring system.