Silenes as novel synthetic reagents: identification of a practical method for silene generation and trapping.
The elucidation of a robust and reliable sequence for the generation of highly reactive transient silenes from simple aldehydes is described. The key step involves a silyl-modified Peterson olefination which critically depends on the presence of a sub-stoichiometric amount of soluble lithium salts (LiBr).
Berry
Malcolm B
MB
Department of Chemistry, University of Durham, Science Laboratories, South Road, Durham, UK DH1 3LE.
Griffiths
Russell J
RJ
Sanganee
Mahesh J
MJ
Steel
Patrick G
PG
Whelligan
Daniel K
DK
D007202:Indicators and Reagents / Q000737:chemistry; D008094:Lithium / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D015394:Molecular Structure; D029751:Silene / Q000737:chemistry*; D012995:Solubility; D013696:Temperature
D007202:Indicators and Reagents; D008094:Lithium