Novel convenient synthesis and chemoselective derivatization of 1-sila-4-stannacyclohexanes |
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| Authors: | Masaki Shimizu Tomoya Sasaki Tamejiro Hiyama |
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| Institution: | 1. Research Laboratory of Resources Utilization, Tokyo Institute of Technology, Japan
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| Abstract: | Treatment ofR1R2Si(CH2)2SnR3 3]2 with R3Li in THF at 0 °C followed by warming to roomtemperature gave 1-sila-4-stannacyclohexanesR1R2Si(CH2)2]2SnR3 2 in good yields. This novel cyclization was applicable to the preparation of 6-sila-3,9-distannaspiro5.5]undecane. Chemoselective substitution of the phenyl group on silicon or tin of the silastannacyclohexanes was achieved by treatment with an equimolar amount of trifluoromethanesulfonic acid followed by the addition of a Grignard reagent. |
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