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39.20.1.1.1 Variation 1: By Reaction with Alcohols

DOI: 10.1055/sos-SD-039-01281

Segi, M.Science of Synthesis, (200839977.

Methaneselenol when reacted directly with tertiary alkanols, secondary or tertiary benzyl alcohols, or allylic alcohols in the presence of sulfuric acid, or zinc(II) chloride in a chlorinated solvent, gives the corresponding methyl selenides 1 (Scheme 1).[‌12‌] Little alkene formation takes place in these reactions, contrasting with interactions between selenolates and tertiary alkyl halides where a significant amount of elimination is often observed.

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