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Trehazolin synthesis trehazolamines

Feng, X., Duesler, E.N., and Mariano, P.S. (2005) Pyridinium salt photochemistry in a concise route for synthesis of the trehazolin aminocyclitol, trehazolamine. Journal of Organic Chemistry, 70 (14), 5618-5623. [Pg.135]

VII. Synthesis of Trehazolins 1. Trehazolins Having Trehazolamines at the Anomeric Center... [Pg.87]

Thus, the synthesis of trehazolin and its analogues required two precursors, the glycosyl isothiocyanate or amine analogues thereof, and trehazolamine or isothicya-nate analogues, respectively. [Pg.50]

Trehazolamine. Chiara has described a synthesis of trehazolamine, the aglycon of trehazolin, a powerful inhibitor of trehalase, wherein a pinacol cyclization provided the necessary cyclopentane framework (Eq. 3.2) [17]. Thus, treatment of the tetrabenzyl-protected keto aldehyde, derived from D-glucose, with Sml2 furnished the two cis diols exclusively as a 1 1 mixture of isomers in excellent yield (>90%) [18]. Previous studies of five-membered ring formation mediated by SmE have also reported good cis/trans selectivity, presumably due to the intervention of a samarium chelate. [Pg.70]


See other pages where Trehazolin synthesis trehazolamines is mentioned: [Pg.114]    [Pg.1979]   


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