Journal of Organic Chemistry p. 2565 - 2569 (1984)
Update date:2022-08-29
Topics:
Soderquist, John A.
Shiau, Fuu-Yau
Lemesh, Russell A.
The hydroboration of divinyldimethylsilane (3) was examined by using representative hydroborating agents with the finding that 9-borabicyclo<3.3.1>nonane (9-BBN) gives a single 1,5-diboryl adduct.An exchange reaction of this adduct with borane-methyl sulfide complex (BMS) gives, after methanolysis, the corresponding B-methoxy-4-silaborinane product (10) isomerically pure in 80percent isolated yield.Several reactions of this silaboracycle are investigated including its conversion to 1,1-dimethyl-1-silacyclohexan-4-one (1) in 67percent isolated yield.A related method is reported for the preparation of the corresponding germanium compound (22).Spectroscopic data for these heterocyclic derivatives are presented.
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