Preliminary communication/CommunicationAnti-Markovnikov stereoselective addition of bis(trimethylsilyl)octadiene to ketal obtained by unprecedented retro-Claisen condensation of 3-hydroxy-2,4-pentanedione bis-ketalAddition stéréosélective et anti-Markovnikov du bis(trimethylsilyl)octadiène sur un cétal obtenu par une condensation inattendue de type rétro-Claisen du 3-hydroxy-2,4-pentanedione bis-cétal

Add time:09/05/2019    Source:sciencedirect.com

In the course of the Lewis acid-mediated cycloaddition of 1,8-bis(trimethylsilyl)-2,6-octadiene to bis-ketals, we have observed an unprecedented retro-Claisen condensation from the ketalisation of a 3-hydroxy-2,4-pentadione giving rise to a substituted 2,2,3-trimethoxybutane and an anti-Markovnikov stereoselective cycloaddition of the 1,8-bis(trimethylsilyl)-2,6-octadiene to this latter ketal.

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