InCl3-catalyzed stereoselective synthesis of C-glycosyl heteroaromatics

Yadav, J. S. ; Reddy, B. V. S. ; Raman, J. V. ; Niranjan, N. ; Kiran Kumar, S. ; Kunwar, A. C. (2002) InCl3-catalyzed stereoselective synthesis of C-glycosyl heteroaromatics Tetrahedron Letters, 43 (11). pp. 2095-2098. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/S0040-4039(02)00187-9

Abstract

Glycals react smoothly with furan in the presence of a catalytic amount of indium trichloride at ambient temperature to afford predominantly the C-3-substituted glycals in high yields. Other heteroaromatics including 2-benzyloxymethylfuran, thiophene and N-Boc protected indole afford exclusively C-1-glycosides in good yields with high β-selectivity under similar reaction conditions.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Indium Reagents; Glycals; C-glycosides; Heteroaromatics
ID Code:59653
Deposited On:07 Sep 2011 05:33
Last Modified:07 Sep 2011 05:33

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