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Bridgehead substitution via putative norborn-1-en-3-ones: Application in the synthesis of complex molecules
, B.M. Budanur, C. Sudheer
Published in Wiley-VCH Verlag
2015
Volume: 21
   
Issue: 19
Pages: 7021 - 7025
Abstract
The base-mediated formation of a bridgehead double bond in a bicyclo[2.2.1]heptane system (anit-Bredt molecules) is described. The synthesis of exocyclic norbornyl enones by Wittig reaction of α-diketones is reported. These enones and their Michael adducts are used as substrates for the generation of transient bridgehead enones and their trapping with MeOH and H2O. Bridgehead alcohols are easily synthesized from norbornyl enones and are exploited for the diversity oriented synthesis of frameworks of natural and unnatural products. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
About the journal
JournalData powered by TypesetChemistry - A European Journal
PublisherData powered by TypesetWiley-VCH Verlag
ISSN09476539