Acyl polysilanes: new acyl anion equivalents for additions to electron-deficient alkenes.
Silenes, generated through thermolysis of acylpolysilanes, add to alpha,beta-unsaturated esters to form cyclobutanes and silylsubstituted cyclopropanes in moderate yields. Upon Si-C bond oxidation the cyclopropanes are converted directly to 1,4-dicarbonyl compounds, thus demonstrating the formal acyl anion chemistry of acyl polysilanes.
Bower
Justin
J
Astra Zeneca, Alderley Park, Macclesfield, Cheshire SK10 4TG, UK.
Box
Matthew R
MR
Czyzewski
Michal
M
Goeta
Andres E
AE
Steel
Patrick G
PG
D000475:Alkenes / Q000737:chemistry*; D000838:Anions; D002384:Catalysis; D003503:Cyclobutanes / Q000737:chemistry; D003521:Cyclopropanes / Q000737:chemistry; D004952:Esters; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011108:Polymers / Q000737:chemistry*; D012821:Silanes / Q000737:chemistry*; D013237:Stereoisomerism
D000475:Alkenes; D000838:Anions; D003503:Cyclobutanes; D003521:Cyclopropanes; D004952:Esters; D011108:Polymers; D012821:Silanes