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Directed ring-closing metathesis of trienes by silyl substitution |
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| Authors: | Carsten Schultz-Fademrecht Karine Malagu Anthony G.M. Barrett |
| Affiliation: | a Department of Chemistry, Imperial College London, South Kensington, London SW7 2AZ, UK b Department of Medicinal Chemistry, GlaxoSmithKline Research and Development Ltd, Gunnels Wood Road, Stevenage, Hertfordshire SG1 2NY, UK |
| Abstract: | A synthetic strategy for ‘disarming’ a terminal alkene by substitution with a bulky silyl blocking group has been developed. In a series of model studies, sequential selective ring-closing metathesis of trienes followed by selective mono-hydrogenation of the resulting diene is described. The bulky silylated alkene is activated for a subsequent cross-metathesis reaction with a range of diverse alkenes by protodesilylation. |
| Keywords: | Ring-closing metathesis Crossed metathesis Ruthenium catalysts Macrocyclization |
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