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Title: | Lewis acid-catalyzed stereoselective lactonization and subsequent glycosidation of 2-C-malonyl carbohydrates |
Authors: | Pimpalpalle, Tukaram M. VIDADALA, SRINIVASA RAO HOTHA, SRINIVAS Linker, Torsten Dept. of Chemistry |
Keywords: | Lewis acid-catalyzed 2-C-malonyl carbohydrates TMSOTf affords allyl, propargyl Stereoselective cyclization 2011 |
Issue Date: | Aug-2011 |
Publisher: | Royal Society of Chemistry |
Citation: | Chemical Communications, 47 (37), 10434-10436. |
Abstract: | Gold(III) bromide is a suitable catalyst for the stereoselective cyclization of 2-C-malonyl carbohydrates to the anomeric center under retention of one ester group. Reopening of the lactones with alcohols in the presence of TMSOTf affords allyl, propargyl and benzyl glycosides with high α-selectivity. |
URI: | http://dr.iiserpune.ac.in:8080/xmlui/handle/123456789/1763 https://doi.org/10.1039/C1CC13425F |
ISSN: | 1359-7345 1364-548X |
Appears in Collections: | JOURNAL ARTICLES |
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