Abstract
In this paper we report some theoretical and experimental evidence concerning the nature of the allyl-In intermediate generated by umpolung of allyl-Pd complexes in the Pd(OAc)2/TPPTS catalysed allylation reaction of benzaldehyde. The allylic substrate reacts at the substituted terminus, because of the formation of an equilibrating mixture of η1-allyl-In(I) specie with the γ-substituted regioisomer being more reactive.
Keywords: allyl-indium, allyl-palladium, umpolung, Allylation
Letters in Organic Chemistry
Title:[Investigation of the Aqueous Transmetalation of π-Allylpalladium with Indium: Some Theoretical and Experimental Evidence About the Nature of Allylindium Intermediates ]
Volume: 3 Issue: 2
Author(s): Francesco Ferrante, Gianfranco Fontana and Giuseppe Savona
Affiliation:
Keywords: allyl-indium, allyl-palladium, umpolung, Allylation
Abstract: In this paper we report some theoretical and experimental evidence concerning the nature of the allyl-In intermediate generated by umpolung of allyl-Pd complexes in the Pd(OAc)2/TPPTS catalysed allylation reaction of benzaldehyde. The allylic substrate reacts at the substituted terminus, because of the formation of an equilibrating mixture of η1-allyl-In(I) specie with the γ-substituted regioisomer being more reactive.
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Cite this article as:
Ferrante Francesco, Fontana Gianfranco and Savona Giuseppe, [Investigation of the Aqueous Transmetalation of π-Allylpalladium with Indium: Some Theoretical and Experimental Evidence About the Nature of Allylindium Intermediates ], Letters in Organic Chemistry 2006; 3 (2) . https://dx.doi.org/10.2174/157017806775224305
DOI https://dx.doi.org/10.2174/157017806775224305 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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