A practical one-pot synthesis of vinylstannanes from ketones.
Treatment of ketones with Bu3SnLi followed by addition of MsCl/Et3N to the resulting alkoxide provides vinylstannanes. Cyclic vinylstannanes are particularly amenable to this procedure and isolated yields of 81-83% could be consistently attained. Traces of Bu3SnH in crude reaction products could be removed by stirring in CHCl3 with a catalytic amount of AIBN followed by filtration through silica gel.
Darwish
Alla
A
Guelph-Waterloo Centre for Graduate Work in Chemistry and Biochemistry (GWC2), Department of Chemistry, University of Waterloo, Waterloo, Ontario, Canada N2L 3G1.
Chong
J Michael
JM