REACTION OF DIMETHYLSILYLENE WITH CYCLOOCTENE OXIDE
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.
The present invention is a silylating agent of formula where R is an isopropyl group, R1 is a monovalent hydrocarbon group having 2 to 6 carbon atoms, and X is a chlorine atom or bromine atom. The silylating agent of the present invention provide silylation product which is much more stable than the silylation product obtained with trimethylchlorosilane, and its protective group is as stable as the silylation product obtained from t-butyldimethylchlorosilane. Moreover, the present described silylating agents are characterized by an easier desilylation than the t-butyldimethylsilyl group.
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(2008/06/13)
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