Abstract
1-Ethenylcyclopropyl sulfonate underwent electrophilic γ- and α-substitutions by the carbonyls of naturally occurring biphenyls derived from vanillin and acetovanillone, in the presence of palladium(0) and diethylzinc, to provide regioisomeric 5,5-di(3-cyclopropylidene-1-hydroxypropyl) biphenyls and 5,5-di[1-(1-ethenylcyclopropyl)-1-hydroxymethyl]biphenyls of biological interest.
Keywords: dimethyleneallylzinc complex, palladium, electrophilic additions, biaryls, allylations
Letters in Organic Chemistry
Title: Letters in Organic Chemistry [ Diethylzinc-Mediated Allylation of Natural Biphenyls by -1,1- Dimethyleneallylpalladium Complexes ]
Volume: 2 Issue: 3
Author(s): Maria Antonietta Dettori, Jean Ollivier, Pier Paolo Piras, Davide Fabbri, Giovanna Delogu and Jacques Salaun
Affiliation:
Keywords: dimethyleneallylzinc complex, palladium, electrophilic additions, biaryls, allylations
Abstract: 1-Ethenylcyclopropyl sulfonate underwent electrophilic γ- and α-substitutions by the carbonyls of naturally occurring biphenyls derived from vanillin and acetovanillone, in the presence of palladium(0) and diethylzinc, to provide regioisomeric 5,5-di(3-cyclopropylidene-1-hydroxypropyl) biphenyls and 5,5-di[1-(1-ethenylcyclopropyl)-1-hydroxymethyl]biphenyls of biological interest.
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Cite this article as:
Dettori Antonietta Maria, Ollivier Jean, Piras Paolo Pier, Fabbri Davide, Delogu Giovanna and Salaun Jacques, Letters in Organic Chemistry [ Diethylzinc-Mediated Allylation of Natural Biphenyls by -1,1- Dimethyleneallylpalladium Complexes ], Letters in Organic Chemistry 2005; 2 (3) . https://dx.doi.org/10.2174/1570178053765384
DOI https://dx.doi.org/10.2174/1570178053765384 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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