Synthesis 2015; 47(15): 2249-2255
DOI: 10.1055/s-0034-1380416
special topic
© Georg Thieme Verlag Stuttgart · New York

Amine-Catalyzed Cascade Reactions of Unprotected and Unactivated­ Carbohydrates: Direct Access to C-Glycosides

Swjatoslaw N. R. Witte
Institute of Chemistry, Humboldt University Berlin, Brook-Taylor Str. 2, 12484 Berlin, Germany   Email: rainer.mahrwald@rz.hu-berlin.de
,
Benjamin Voigt
Institute of Chemistry, Humboldt University Berlin, Brook-Taylor Str. 2, 12484 Berlin, Germany   Email: rainer.mahrwald@rz.hu-berlin.de
,
Rainer Mahrwald*
Institute of Chemistry, Humboldt University Berlin, Brook-Taylor Str. 2, 12484 Berlin, Germany   Email: rainer.mahrwald@rz.hu-berlin.de
› Author Affiliations
Further Information

Publication History

Received: 12 March 2015

Accepted after revision: 16 April 2015

Publication Date:
19 May 2015 (eFirst)

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.

Supporting Information

 
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