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Synlett 1999; 1999(10): 1551-1554
DOI: 10.1055/s-1999-3168
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A Concise Synthesis of a Trehazolamine Epimer with Moderate α-Mannosidase Inhibitory Activity Starting from d-Mannose

Sofía Bobo* , Isabel Storch de Gracia, Jose Luis Chiara
  • *Instituto de Química Orgánica General, CSIC, Juan de la Cierva, 3, E-28006 Madrid, Spain; Fax + 34-9 15 64 48 53; E-mail: jl.chiara@iqog.csic.es
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Publication Date:
31 December 1999 (online)

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A concise synthesis of a trehazolamine diastereosiomeric analog with moderate α-mannosidase inhibitory activity has been developed starting from d-mannose and using a highly stereoselective ketone-oxime ether reductive carbocyclization promoted by samarium diiodide.

carbocycles - carbohydrates - glycosidases - radical reactions - samarium