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Synfacts 2007(1): 0111-0111
DOI: 10.1055/s-2006-955695
DOI: 10.1055/s-2006-955695
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York
Safety Asymmetric π-Allylic C1-Substitution with Nitromethane in Water
Y. Uozumi*, T. Suzuka
Institute for Molecular Science and Crest, Okazaki, Japan
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
15. Dezember 2006 (online)
Significance
Catalytic π-allylic nitromethylations of cycloalkenyl esters were achieved in water as a single reaction medium under heterogeneous conditions using PS-PEG resin-supported palladium complexes. Thus, methyl cyclohexenyl carbonates 1a-e react with 3 equivalents of nitromethane in an aqueous Li2CO3 solution in the presence of 5 mol% of an amphiphilic resin-supported palladium complex 3 at 60 °C for 12 h to give 76-93% isolated yields of the nitromethylated products 2a-e.