Solvent assisted addition of tetraallylic, tetraallenic and tetrapropargylic stannanes to aldehydes and acetals

Adam McCluskey, I. Wayan Muderawari, Muntari, David J. Young

Research output: Contribution to journalArticle

Abstract

Tetraallylic, tetraallenic and tetrapropargylic stannanes (0.25 eq) react with aldehydes in methanol to provide unsaturated alcohols. These reactions proceed exclusively with allylic rearrangement for tetra(2-butenyl)tin 2b and tetra(1,2-butadienyl)tin 5e and predominantly with allylic rearrangement for tetrapropadienyltin Sc and tetra(2-butynyl)tin 6e. The corresponding TFA catalysed reactions of dimethyl acetals with Sc and 6e are highly regioselective with allylic rearrangement.

Original languageEnglish
Pages (from-to)909-911
Number of pages3
JournalSynlett
Volume1998
Issue number8
DOIs
Publication statusPublished - 1998
Externally publishedYes

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