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Fraboulet, G., Fargeas, V., Paris, M., Quintard, J.-P. & Zammattio, F. (2009) Preparation of gamma-trimethylsilylallyldibutylstannane grafted on solid support: a clean and easily recyclable reagent for the synthesis of 2,6-disubstituted dihydropyrans. Tetrahedron, 65 3953–3960.
Added by: Laurent Cournède (2016-03-10 21:41:24) |
| Type de référence: Article DOI: 10.1016/j.tet.2009.03.039 Numéro d'identification (ISBN etc.): 0040-4020 Clé BibTeX: Fraboulet2009 Voir tous les détails bibliographiques  |
Catégories: IMN Mots-clés: acid, aldehydes, allylic transfer-reaction, diastereoselective synthesis, homoallylic alcohols, natural-products, polysubstituted tetrahydropyrans, prins cyclizations, ring closing metathesis, stereoselective-synthesis Créateurs: Fargeas, Fraboulet, Paris, Quintard, Zammattio Collection: Tetrahedron |
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Indice de consultation : 4% Indice de popularité : 1% |
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The synthesis of the gamma-trimethylsilyldibutylallylstannane grafted on an insoluble macroporous polymer is reported. This bimetallic reagent was treated with aldehydes in the presence of indium trichloride to afford in good yields both symmetrical and Unsymmetrical cis-2,6-disubstituted dihydropyrans, practically Uncontaminated with organotin residues (less than 20ppm). The potential for regeneration and resuse of this supported bimetallic reaggent is pointed out. (C) 2009 Elsevier Ltd. All rights reserved.
Added by: Laurent Cournède |