ArticleOrganic letters2006
Synthetic studies toward mannopeptimycin-E: synthesis of the O-linked tyrosine 1,4-alpha,alpha-manno,manno-pyranosyl pyranoside.
Article in Organic letters, 2006. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed, 45 citations in OpenAlex.
- Review
- Comprehensive review of chemical strategies for the preparation of new aminoglycosides and their biological activities.Chemical Society reviews · 2018Review
- A Survey of Recent Synthetic Applications of 2,3-Dideoxy-Hex-2-enopyranosides.Molecules (Basel, Switzerland) · 2015Review
- De novo synthesis and biological evaluation of C6″-substituted C4″-amide analogues of SL0101.Organic letters · 2014Article
- De novo asymmetric synthesis of oligo-rhamno di- and tri-saccharides related to the anthrax tetrasaccharide.Tetrahedron · 2013Article
- A Direct Comparison of the Anticancer Activities of Digitoxin MeON-Neoglycosides and O-Glycosides: Oligosaccharide Chain Length-Dependent Induction of Caspase-9-Mediated Apoptosis.ACS medicinal chemistry letters · 2010Article
- Synthetic studies toward the mannopeptimycins: synthesis of orthogonally protected beta-hydroxyenduracididines.Organic letters · 2010Article
- Direct and stereoselective synthesis of alpha-linked 2-deoxyglycosides.Organic letters · 2008Article
- Synthesis of aza-analogues of the glycosylated tyrosine portion of mannopeptimycin-E.The Journal of organic chemistry · 2007Article
- De novo asymmetric syntheses of SL0101 and its analogues via a palladium-catalyzed glycosylation.Organic letters · 2006Article
Corrections and comments
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Authors and funding
3 authors at 1 institution in 1 country.
Funding
Abstract
[structure: see text] The enantioselective synthesis of the C-4' acylated 1,4-alpha,alpha-manno,manno-disaccharide fragment of mannopeptimycin-E has been achieved in seven steps from d-tyrosine. The route relies upon diastereoselective palladium-catalyzed glycosylation, diastereoselective reduction, and diastereoselective bis-dihydroxylation. The efficiency of the synthesis is demonstrated by the high overall yield (37%) and the preparation of various analogues.
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