Early Transition Metal Induced Intramolecular Cocyclisation/Elaboration Reactions Using a Cleavable Silicon Linker

Gareth D. Probert; Ross Harding; Richard J. Whitby; Steven J. Coote

doi:10.1055/s-1997-1059

Synlett 1997; 1997(12): 1371-1374
DOI: 10.1055/s-1997-1059

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Early Transition Metal Induced Intramolecular Cocyclisation/Elaboration Reactions Using a Cleavable Silicon Linker

Gareth D. Probert¹ , Ross Harding¹ , Richard J. Whitby² , Steven J. Coote³

¹Department of Chemistry, Southampton University, Southampton, HANTS, SO17 1BJ, U.K.
²Department of Chemistry, Southampton University, Southampton, HANTS, SO17 1BJ, U.K.; E-mail: rjw1@soton.ac.uk
³Glaxo Wellcome Medicines Research Centre, Gunnels Wood Road, Stevenage, SG1 2NY, U.K.

Abstract

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1,6- and 1,7-dienes and -enynes incorporating a silicon-oxygen or silicon-nitrogen link are co-cyclised with zirconocene(1-butene) or diisopropoxytitanium(propene) to give metallabicycles. Further elaboration followed by cleavage of the silicon-carbon bond using Tamao oxidation affords a wide variety of organic products.

zirconium - silicon - cocyclisation - cleavable linker - Tamao oxidation

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