Efficient routes to optically active azido-, amino-, di-azido- and di-amino-cyclitols with chiro- and allo-configuration from myo-inositol

Sureshan, Kana M. ; Ikeda, Kyoko ; Asano, Naoki ; Watanabe, Yutaka (2004) Efficient routes to optically active azido-, amino-, di-azido- and di-amino-cyclitols with chiro- and allo-configuration from myo-inositol Tetrahedron Letters, 45 (45). pp. 8367-8370. ISSN 0040-4039

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Official URL: http://doi.org/10.1016/j.tetlet.2004.09.057

Related URL: http://dx.doi.org/10.1016/j.tetlet.2004.09.057

Abstract

Efficient routes to hitherto unknown 1d-2,5-di-azido-di-deoxy-allo-inositol, 1d-2,5-di-amino-di-deoxy-allo-inositol, 1l-1-azido-1-deoxy-chiro-inositol and 1l-1-amino-1-deoxy-chiro-inositol were developed by using cheaply available myo-inositol as the starting material. Preliminary investigations on the enzyme inhibitory properties were done. The methodology reported is amenable to gram scale synthesis and thus can find application in natural product synthesis.

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