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Synlett 1998; 1998(3): 280-282
DOI: 10.1055/s-1998-1626
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Diastereoselective Synthesis of (1S,2S,3R)- and (1R,2R,3R)-2-Acetyl-5-(1,2,3,4-tetrahydroxybutyl)thiazole

Stephen G. Pyne* , Alison T. Ung
  • *Department of Chemistry, University of Wollongong, Wollongong, NSW, 2522, Australia; Fax +61-2 42-21 42 87; E-mail: Stephen_Pyne@uow.edu.au
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Publication History

Publication Date:
31 December 2000 (online)

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A diastereoselective synthesis of the (1S,2S,3R)- and (1R,2R,3R)-5-thiazole analogues of (1R,2S,3R)-2-acetyl-4(5)-(1,2,3,4-tetrahydroxybutyl)imidazole has been developed starting with 2,3-O-isopropylidene-D-erythrono-1,4-lactone.

reduction - lactone - lactol - thiazole - tetrol - diastereoselective