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Updated: Jul 17, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Highly chemo- and stereoselective intermolecular coupling of diazoacetates to give cis-olefins by using Grubbs
David M Hodgson1, Deepshikha Angrish
1Chemistry Research Laboratory, Department of Chemistry, University of Oxford, Mansfield Road, Oxford OX1 3TA, UK. david.hodgson@chem.ox.ac.uk
Abstract:
Highly stereoselective formation of cis-2-ene-1,4-diesters by homo- and heterocoupling of alpha-diazoacetates in the presence of Grubbs second-generation catalyst is demonstrated. The dual reactivity of the catalyst in alkene metathesis and diazocoupling has been exploited in the synthesis of 12-26-membered macrocyclic dienyl dilactones by one-pot carbene dimerisation/ring-closing metathesis.
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