1,2- versus 1,3-Silyl migration in the reaction of acylsilanes with silyl-substituted carbanions |
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| Authors: | Thomas Puschke |
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| Institution: | Institute of Organic Chemistry, Clausthal University of Technology, Leibnizstrasse 6, 38678 Clausthal-Zellerfeld, Germany |
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| Abstract: | The Peterson olefination of acylsilanes 1 by silylated carbanions 5,14 to give alkenes 13,17 via a 1,3-silyl shift is favored by the stabilization of the carbanion intermediate 16 through two sulfide units versus one as in 12, while a combination of DMPS on 1 and TBS on 14 leads to 1,2-migration product 15. |
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| Keywords: | TBS SiMe2tBu DMPS SiMe2Ph |
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