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Synthesis 2015; 47(15): 2249-2255
DOI: 10.1055/s-0034-1380416
DOI: 10.1055/s-0034-1380416
special topic
Amine-Catalyzed Cascade Reactions of Unprotected and Unactivated Carbohydrates: Direct Access to C-Glycosides
Further Information
Publication History
Received: 12 March 2015
Accepted after revision: 16 April 2015
Publication Date:
19 May 2015 (online)
Abstract
Unprotected carbohydrates were reacted in amine-catalyzed cascade reactions with various methyl ketones to give a direct access to C-glycosides by an operationally simple protocol. As the reaction mechanism, an aldol condensation followed by an intramolecular conjugate addition is assumed.
Key words
C-glycosides - unprotected carbohydrates - amine catalysis - cascade reaction - intramolecular conjugate additionSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0034-1380416.
- Supporting Information
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For reviews in this field, see:
For early cascade reactions (Knoevenagel/intramolecular oxa-Michael addition) of unprotected and unactivated carbohydrates with barbituric acid derivatives, see: