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Allylation of functionalized aldehydes by potassium allyltrifluoroborate catalyzed by 18-crown-6 in aqueous media.

Molecules (Basel, Switzerland) (2012-11-30)
Fernanda C G Barbosa, Juliano C R Freitas, Caio F Melo, Paulo H Menezes, Roberta A Oliveira
RESUMEN

An efficient method for the allylation of aldehydes containing a broad range of functional groups using potassium allyltrifluoroborate is described. The reaction utilizes a catalytic amount of 18-C-6 in biphasic media under open atmosphere and room temperature to provide the corresponding homoallylic alcohols in high yields and without the necessity of any subsequent purification.

MATERIALES
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Sigma-Aldrich
Tetrafluoroboric acid solution, 48 wt. % in H2O
Sigma-Aldrich
18-Crown-6, ≥99.0%
Sigma-Aldrich
18-Crown-6, 99%
Sigma-Aldrich
18-Crown-6 solution, 1.0 M in THF
Sigma-Aldrich
18-Crown-6, purum, ≥99.0% (GC)