Evaluation of a new linker system cleaved using samarium(II) iodide. Application in the solid phase synthesis of carbonyl compounds.
A new linker design for solid phase synthesis has been developed that is cleaved under mild, neutral conditions using samarium(II) iodide. The feasibility of the linker approach has been illustrated in the solid phase synthesis of ketones and amides using an oxygen linker. Insights into the mechanism of the samarium(II) iodide cleavage reaction are described and the potential of a sequential cleavage carbon-carbon bond forming process is assessed.
McKerlie
Fiona
F
Department of Chemistry, Joseph Black Building, University of Glasgow, Glasgow, UK G12 8QQ.
Rudkin
Iain M
IM
Wynne
Graham
G
Procter
David J
DJ
D007454:Iodides / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D012493:Samarium / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization
D007454:Iodides; D012493:Samarium