S. Kumaraswamy et al., ALLYLATION OF BETA-KETOALDEHYDES AND FUNCTIONALIZED IMINES BY DIALLYLTIN DIBROMIDE - FORMATION OF SKIPPED AND CONJUGATED DIENES, Synthetic communications, 26(4), 1996, pp. 729-744
Diallyltin dibromide reacts with beta-ketoaldehydes possessing no arom
atic side groups and with (hydroxy) aryl imines to afford the expected
homoallyl alcohols or amines respectively. With beta-ketoaldehydes ha
ving aromatic side groups, skipped or conjugated dienes are obtained d
epending on whether or not an aqueous work up procedure is used.