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Titles listTotal Synthesis of Vancomycin—Part 4: Attachment of the Sugar Moieties and Completion of the Synthesis
Titles listTotal Synthesis of Vancomycin—Part 4: Attachment of the Sugar Moieties and Completion of the Synthesis
Scientific Article
unige:24515 
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Total Synthesis of Vancomycin—Part 4: Attachment of the Sugar Moieties and Completion of the Synthesis |
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| Published in | Chemistry - A European Journal. 1999, vol. 5, no. 9, p. 2648-2667 | |
| Abstract | A number of valuable new synthetic strategies, such as the triazene-driven biaryl ether synthesis, have been developed during the total synthesis of vancomycin (1). Modern catalytic asymmetric reactions were employed for the construction of the required amino acid building blocks, which were then assembled to the appropriate peptide fragments, whose cyclization in the order C-O-D→AB/C-O-D→AB/C-O-D-E led to framework of the vancomycin aglycon (2). Sequential attachment of the required sugar moieties onto a suitably protected aglycon derivative, followed by deprotection, allowed the stereoselective total synthesis of the glycopeptide antibiotic vancomycin (1). | |
| Keywords | Amino acids — Antibiotics — Synthetic methods — Total synthesis — Vancomycin | |
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Article (Published version) (418 Kb) - Limited access to UNIGE Other version: http://doi.wiley.com/10.1002/%28SICI%291521-3765%2819990903%295%3A9%3C2648%3A%3AAID-CHEM2648%3E3.0.CO%3B2-Q |
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| Citation (ISO format) | NICOLAOU, K. C. et al. Total Synthesis of Vancomycin—Part 4: Attachment of the Sugar Moieties and Completion of the Synthesis. In: Chemistry - A European Journal, 1999, vol. 5, n° 9, p. 2648-2667. https://archive-ouverte.unige.ch/unige:24515 |
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