4.4 Article

Dibutyltin oxide catalyzed allyl-transfer reaction from tertiary homoallylic alcohols to aldehydes

Journal

SYNLETT
Volume -, Issue 13, Pages 2071-2074

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-2006-948198

Keywords

aldehydes; allylations; organometallic reagents; regioselectivity; tin

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A catalytic allyl-transfer reaction from tertiary homoallylic alcohols to aldehydes was achieved using dibutyltin oxide as a catalyst in toluene under reflux conditions. Various secondary homoallylic alcohols were prepared in high yield (up to 99%). When beta-alkylated tertiary homoallylic alcohols were used, branched products were exclusively obtained.

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