Abstract
Synthetically useful reactions mediated by reagents derived from 3 equiv. of R 3SiMgMe and MnCl 2 are disclosed. (1) The manganese species reacted with terminal acetylenes to give 1,2-disilylated 1-alkenes. Mono- and bis(trimethylsilyl) acetylenes gave tri- and tetrasilylated ethenes, respectively, in good yields. Highly strained tetrakis(trimethylsilyl) ethene has now become easily accessible by this technique. (2) The reaction of alkenyl halides, alkenyl sulfides, and enol phosphates with the title reagents provides vinylsilanes in good yields. The method is also applicable to the synthesis of allylsilanes from allylic sulfides and ethers. (3) Treatment of 1,3-dienes with the manganese reagents provides silylated allylmanganese compounds which add to the carbonyl moiety with high regio-selectivity.
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