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Synlett 1992; 1992(3): 237-238
DOI: 10.1055/s-1992-21326
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Synthesis of Optically Active Substituted Dihydrofurans and Dihydropyrroles via Palladium (II)-Promoted Diastereoselective Dehydroxylative Heterocyclization

Seiki Saito* , Tetsuya Hara, Nobuyoshi Takahashi, Michiya Hirai, Toshio Moriwake
  • *Department of Applied Chemistry, Faculty of Engineering, Okayama University: Tsushima-naka, 3-1-1, Okayama 700, Japan
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Publication Date:
08 March 2002 (online)

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A novel route to optically active substituted 2,5- dihydrofurans 2,7,11-13 and 2,5-dihydro-1H-pyrroles 5, respectively, from 3-ene-1,2-diol [e.g., (S,E)-5-benzyloxy-3-pentene-1,2-diol (1)] and 1-amino-3-en-2-ol [e.g., (S,E)-1-benzyloxy-carbonylamino-5-(p-methoxybenzyloxy)-3-penten-2-ol (4)] frameworks, has been developed through palladim(II)-promoted dehydroxylative heterocyclization processes.