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Christopher Albler

Metals in Carbohydrate Synthesis


Indium and Titanium mediated Chain Elongations of Chiral Pool Building Blocks
2015. 196 S. 220 mm
Verlag/Jahr: SÜDWESTDEUTSCHER VERLAG FÜR HOCHSCHULSCHRIFTEN 2015
ISBN: 3-8381-5089-9 (3838150899)
Neue ISBN: 978-3-8381-5089-5 (9783838150895)

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This book describes two different projects associated with the chemical (de novo) synthesis of rare and unnatural carbohydrates from readily available starting materials. After a comprehensive introduction to indium chemistry and stereoselective aldol reactions, two new methodologies are presented which complement the synthetic arsenal available to the carbohydrate chemist. The indium mediated allylation of unprotected carbohydrates was applied in the synthesis of acetamido-heptoses and octoses which are constituents of the aminoglycoside antibiotics Apramycin and Destomycin. Furthermore, a new approach for the incorporation of fluorine into carbohydrates is described. Amino acid building blocks were chain-elongated via a titanium mediated aldol addition, finally furnishing amino-, fluoro-functionalised pentoses and hexoses. These compounds are of high interest not only concerning their potential antimicrobial activity but also their usefulness in elucidating fundamental biological processes such as antigen-antibody aggregation.
Christopher Albler was born in 1988 in St. Pölten, Austria. He studied chemistry from 2006-2014 at the University of Vienna where he performed his Master as well as his PhD thesis in the group of Prof. Walther Schmid in the field of bioorganic chemistry. His work focuses on the synthesis of biologically active amino acids and carbohydrates.