A NOVEL METHOD FOR THE SYNTHESIS OF 2-DEOXYDISACCHARIDE BY STEREOSELECTIVE CYCLIZATION OF THE ACYCLIC PRECURSOR
- 5 May 1982
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 11 (5), 683-686
- https://doi.org/10.1246/cl.1982.683
Abstract
Stereoselective cyclization of (Z)-(2R,3R,4R)-6-cyclohexyloxy-1,3,4-tribenzyloxy-5-hexen-2-ol (1)promoted by Hg(OCOCF3)2, followed by reductive work up gave the 2-deoxy-α-hexopyranoside derivative almost exclusively. On the other hand, a predominant formation of the β-anomer was achieved by the treatment of 1 with PhSeCl, and the successive deselenation.Keywords
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