Preparation of allyltin reagents grafted on solid support: clean and easily recyclable reagents for allylation of aldehydes.
The preparation of polymer-supported allyltin reagents was shown to be possible for both unfunctionalized and functionalized allyl units. These reagents were treated with aldehydes in the presence of cerium(III) or indium(III) salts to afford high yields of homoallylic alcohols, practically uncontaminated with organotin residues (less than 5 ppm). Some mechanism aspects are briefly discussed and the potential for regeneration and reuse of these supported reagents is pointed out.
Chrétien
Jean-Mathieu
JM
Laboratoire de Synthèse Organique, UMR 6513, Faculté des Sciences et des Techniques, Université de Nantes, CNRS, 2 rue de la Houssinière, BP 92208, 44322 Nantes cedex 3, France.
Zammattio
Françoise
F
Gauthier
Delphine
D
Le Grognec
Erwan
E
Paris
Michaël
M
Quintard
Jean-Paul
JP