Allylation reagent for aldehydes catalyzed by chiral Lewis acids1,2 and ytterbium(III) trifluoromethanesulfonate (cat. no. 430595).3 Undergoes tetrakis(triphenylphosphine)palladium(0) (cat. no. 216666) catalyzed coupling with iodoquinones4 and allyl acetates.5,6Efficient allylation of aldehydes leading to homoallylic alcohols with trichloro-1,3,5-triazene.7
Purification Methods
A possible impurity is tributylchlorostannane — test for Cl as Cl ion after hydrolysing. Dissolve it in *C6H6 (or toluene), shake this with dilute aqueous NaOH, dry (CaCl2), filter, evaporate and distil the residue in a vacuum [Jones et al. J Chem Soc 1446 1947, Bristow Aldrichimica Acta 17 75 1984, Yamamoto Aldrichimica Acta 20 45 1987]. [Beilstein 4 IV 4317.]
