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Highly chemo- and stereoselective intermolecular coupling of diazoacetates to give cis-olefins by using Grubbs second-generation catalyst
Authors:Hodgson David M  Angrish Deepshikha
Institution:Chemistry 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.
Keywords:diazo compounds  dimerisation  Grubbs catalyst  macrocycles  metathesis
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