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33.3.4.1.1.5 Variation 5: Reaction of 1,2-Bis[(Z)-2-lithiovinyl]benzene Derivatives and [(1Z,3Z)-1-Lithio-4-(2-lithiophenyl)buta-1,3-dienyl](trimethyl)silane with Tellurium Tetrachloride

DOI: 10.1055/sos-SD-033-00396

Avilov, D.; Dittmer, D.Science of Synthesis, (200733312.

The reaction of 1,2-bis[(Z)-2-lithiovinyl]benzene derivatives 38 and [(1Z,3Z)-1-lithio-4-(2-lithiophenyl)buta-1,3-dienyl](trimethyl)silane (40) with tellurium tetrachloride gives benzotellurepins 39 and 41, respectively (Scheme 13).[‌79‌,‌80‌] The reaction is presumed to proceed through a tellurepin dichloride, which is reduced by the excess tert-butyllithium used to prepare the dilithiated intermediates, but the expected formation of 2-methylprop-1-ene was not reported.[‌79‌,‌80‌] Trimethylsilyl groups may be removed by treatment with tetrabutylammonium fluoride.

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