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Preparation of Allyltin Reagents Grafted on Solid Support: Clean and Easily Recyclable Reagents for Allylation of Aldehydes
Author(s) -
Chrétien JeanMathieu,
Zammattio Françoise,
Gauthier Delphine,
Le Grognec Erwan,
Paris Michaël,
Quintard JeanPaul
Publication year - 2006
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200501595
Subject(s) - reagent , chemistry , cerium , indium , organic chemistry , reuse , combinatorial chemistry , waste management , engineering
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.