Catalytic Enantioselective Synthesis of [alpha]-Arylaminocyclobutanones

A catalytic enantioselective synthesis of [alpha]-arylaminocyclobutanones from racemic [alpha]-hydroxycyclobutanone and a selection of N-alkylanilines has been established, via a tandem condensation/keto-enol tautomerization process reminiscent of the Amadori and Heyns rearrangements.

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Veröffentlicht in:Advanced synthesis & catalysis 2014-03, Vol.356 (5), p.941-945
Hauptverfasser: Aitken, David J, Caboni, Pierluigi, Eijsberg, Hendrik, Frongia, Angelo, Guillot, Regis, Ollivier, Jean, Piras, Pier Paolo, Secci, Francesco
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Sprache:eng
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Zusammenfassung:A catalytic enantioselective synthesis of [alpha]-arylaminocyclobutanones from racemic [alpha]-hydroxycyclobutanone and a selection of N-alkylanilines has been established, via a tandem condensation/keto-enol tautomerization process reminiscent of the Amadori and Heyns rearrangements.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201301021