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An Asymmetric Synthesis of C-2-epi-Hygromycin A

โœ Scribed by Barry M. Trost; Olivier Dirat; Joseph Dudash; Jr.; Erik J. Hembre


Publisher
John Wiley and Sons
Year
2001
Tongue
English
Weight
76 KB
Volume
113
Category
Article
ISSN
0044-8249

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An Asymmetric Synthesis of C-2-epi-Hygro
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A strategy for stereocontrolled syntheses of furanoside type of natural products is developed for a glycosyl aryl ether. This strategy resolves the issue of low diastereoselectivity typical of normal glycosidation methods for furanosides. All the stereochemistry ultimately derives from a desymmetriz

Asymmetric Induction of Conduritols via
โœ Barry M. Trost; Joseph Dudash; Jr.; Erik J. Hembre ๐Ÿ“‚ Article ๐Ÿ“… 2001 ๐Ÿ› John Wiley and Sons ๐ŸŒ English โš– 184 KB ๐Ÿ‘ 1 views

Two synthetic routes towards the construction of the aminocyclohexitol moiety of hygromycin A have been developed based on palladium-catalyzed asymmetric alkylation of conduritol derivatives. A protocol has been established whereby this biologically relevant molecule is formed from benzoquinone. A c