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Synthesis 2010(2): 255-258
DOI: 10.1055/s-0029-1217101
DOI: 10.1055/s-0029-1217101
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
An Expeditious Method for the Preparation of 2-Hydroxy-1,4-dioxane and Its Use in Reductive Alkylation of Amines
Weitere Informationen
Received
3 September 2009
Publikationsdatum:
06. November 2009 (online)
Publikationsverlauf
Publikationsdatum:
06. November 2009 (online)
Abstract
Selective oxidation of diethylene glycol by a ruthenium(VIII) species, obtained in situ from ruthenium(III) chloride-sodium periodate in the presence of a catalytic quantity of water, affords a monoaldehyde in the form of the internal acetal 2-hydroxy-1,4-dioxane. This compound was used in reductive alkylations of selected primary and secondary amines, demonstrating its utility in the preparation of target structures with the 2-(2-hydroxyethoxy)ethylamino unit.
Key words
diethylene glycol - oxidations - reductive alkylations - 2-hydroxy-1,4-dioxane - ruthenium(VIII) catalysis
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