111718-47-9Relevant articles and documents
Asymmetric synthesis of (-)-bissetone via a highly enantioselective hetero-Diels-Alder reaction
Majer, Jakub,Jurczak, Janusz,Kwiatkowski, Piotr,Cotarca, Livius,Caille, Jean-Claude
, p. 8463 - 8469 (2013/09/02)
We demonstrate a new approach for the asymmetric synthesis of bissetone. The key reaction is the highly enantioselective hetero-Diels-Alder cycloaddition of triene 3 with ethyl glyoxylate catalyzed by readily available BINOL-Ti complexes. The HDA cycloadduct 4 was then transformed in five steps into O-protected bissetone (8) and its C5-epimer in good yield.
Beweis der (S,S)-Konfiguration von (-)-Bisseton durch Synthese aus D-Glucose
Brehm, Manfred,Dauben, William G.,Koehler, Peter,Lichtenthaler, Frieder W.
, p. 1318 - 1319 (2007/10/02)
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