Selective Glycosylation with the Amino SugarD -Forosamine for the Synthesis of Spinosyns and Its Analogues
Autor: | Simon Biller, Lutz F. Tietze, Mohammad M. Baag, Simone Dietz, Judith Hierold, Nina Schützenmeister, Timo Scheffer |
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Rok vydání: | 2013 |
Předmět: |
chemistry.chemical_classification
Glycosylation Amino sugar 010405 organic chemistry Stereochemistry Organic Chemistry chemistry.chemical_element Glycoside Forosamine Alcohol 010402 general chemistry Iodine 01 natural sciences 3. Good health 0104 chemical sciences chemistry.chemical_compound chemistry Organic chemistry Physical and Theoretical Chemistry Selectivity Sugar |
Zdroj: | European Journal of Organic Chemistry. 2013:7305-7312 |
ISSN: | 1434-193X |
DOI: | 10.1002/ejoc.201300983 |
Popis: | For the synthesis of novel spinosyn analogues, the selective introduction of the 2-deoxyamino sugar, D-forosamine, necessary for their bioactivity, is described. The reactions of different alcohol acceptors with the D-forosamine donor in the presence of iodine and Et3SiH gave the corresponding glycosides in yields of up to 96 % and with an α/β selectivity of 2:3. |
Databáze: | OpenAIRE |
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