Synthesis p. 475 - 482 (1996)
Update date:2022-08-02
Topics: Synthesis Preparation Direct Experimental Convenient allylstannanes Allyl alcohols β-substituted
Weigand, Stefan
Brueckner, Reinhard
Primary allyl alcohols are converted into allyltributylstannanes in a one-pot operation. It entails (i) deprotonation with BuLi, (ii) sulfonylation with mesyl chloride, and (iii) nucleophilic substitution by LiSnBu3. Conversions are quantitative with isolated yields ranging from 70% to 100%. If the starting allyl alcohol contains a stereogenic double bond its configuration is retained.
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