REACTION OF DIMETHYLSILYLENE WITH CYCLOOCTENE OXIDE

Article abstract of DOI:10.1016/S0022-328X(00)84519-2

The deoxygenation of cyclooctene oxide with both thermally and photochemically generated dimethylsilylene is described.Four mechanistic possibilities are considered; two involving initial silaoxetane formation, and two involving ylide formation.It is concluded that ylide formation must be favored.However, whether this ylide actually extrudes dimethylsilanone (Me2Si=O), or simply acts as a "silanone transfer agent" cannot be conclusively determined from the data.