Synthesis of C-disaccharides through a one-pot alkynol cycloisomerization-reductive deoxygenation

Narute, Sachin B. ; Rout, Jeetendra Kumar ; Ramana, Chepuri V. (2013) Synthesis of C-disaccharides through a one-pot alkynol cycloisomerization-reductive deoxygenation Chemistry - A European Journal, 19 (45). pp. 15109-15114. ISSN 0947-6539

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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/chem.20...

Related URL: http://dx.doi.org/10.1002/chem.201302252

Abstract

A sweet disposition: Simple protocols for the synthesis of (1→1)- and (1→6)-linked C-disaccharides have been developed (see scheme). A one-pot Au-catalyzed alkynol cycloisomerization followed by BF3⋅Et2O, Et33SiH reduction has been established as the key reaction for C-disaccharide synthesis including all possible pyran–pyran, furan–furan, and pyran–furan combinations.

Item Type:Article
Source:Copyright of this article belongs to John Wiley & Sons, Inc.
Keywords:Carbohydrates; C-disaccharides; Epoxide-Alkyne Coupling; Gold Catalysis; Reductive Deoxygenation
ID Code:105993
Deposited On:01 Feb 2018 16:52
Last Modified:01 Feb 2018 16:52

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