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ChemInform Abstract: Application of the AAA Reaction to the Synthesis of the Furanoside of C-2-epi-Hygromycin A: A Total Synthesis of C-2-epi-Hygromycin A.

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


Publisher
John Wiley and Sons
Year
2010
Weight
27 KB
Volume
33
Category
Article
ISSN
0931-7597

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Application of the AAA Reaction to the S
โœ Barry M. Trost; Joseph Dudash; Jr.; Olivier Dirat ๐Ÿ“‚ Article ๐Ÿ“… 2002 ๐Ÿ› John Wiley and Sons ๐ŸŒ English โš– 210 KB ๐Ÿ‘ 2 views

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

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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