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research article
Asymmetric Synthesis of 2,4,6-Trideoxy-4-(dimethylamino)-3-C-methyl-Llyxohexopyranose (Lemonose)
2011
L-Lemonose, the glycosidic part of (–)-lemonomycin, has been synthesized in ten steps with 18% overall yield from Dthreonine. The key steps are a double, highly diastereoselective Grignard addition to a Weinreb amide and a chemoselective oxidation of a primary alcohol in the presence of a secondary alcohol, a tertiary alcohol and a tertiary amine, leading directly to the lactol.
Type
research article
Web of Science ID
WOS:000287575400030
Authors
Bernadat, Guillaume
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Couturier, Cedric
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Masson, Géraldine
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Schlama, Thierry
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Publication date
2011
Publisher
Published in
Issue
4
Start page
576
End page
578
Peer reviewed
REVIEWED
EPFL units
Available on Infoscience
April 4, 2011
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