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

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
ABSTRACT

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.

MATERIALS
Product Number
Brand
Product Description

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