M. Yasuda et al., SOLVENT-CONTROLLED ADDITION OF ALKYNYLTINS OR ALLYLIC TINS TO ALDEHYDES CATALYZED BY INDIUM TRICHLORIDE, Tetrahedron letters, 36(52), 1995, pp. 9497-9500
Indium trichloride promoted catalytically. the addition of alkynyltins
or allylic tins to aldehydes in two ways: transmetallation with the t
in compounds and activation of aldehydes as a Lewis acid. The stereoch
emical outcome in the addition of cinnamyltributyltin to an aldehyde s
trongly indicates that control of the process can be achieved simply b
y the choice of solvent acetonitrile or dichloromethane.