On the electron withdrawing nature of ethers in glycosylation chemistry
Autor: | Anne Brinkø, Mikkel H. S. Marqvorsen, Henrik H. Jensen |
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Jazyk: | angličtina |
Rok vydání: | 2020 |
Předmět: |
Biological Products
Glycosylation 010405 organic chemistry organic chemicals Organic Chemistry Electrons Context (language use) General Medicine 010402 general chemistry 01 natural sciences Biochemistry Medicinal chemistry 0104 chemical sciences Analytical Chemistry chemistry.chemical_compound chemistry Carbohydrate Conformation Electronic effect Polar effect Ethers |
Zdroj: | Marqvorsen, M H S, Brinkø, A & Jensen, H H 2020, ' On the electron withdrawing nature of ethers in glycosylation chemistry ', Carbohydrate Research, vol. 487, 107886 . https://doi.org/10.1016/j.carres.2019.107886 |
DOI: | 10.1016/j.carres.2019.107886 |
Popis: | The present paper is a commentary on the electronic effects that protecting groups exert on glycosylation chemistry. Specifically, its purpose is to rectify the misguided use of the term electron donating benzyl groups, which hardly makes sense in the context of protecting groups on alcohols in saturated systems such as carbohydrates. It is argued that benzyl ethers (OBn) should rightfully be referred to as being inductively electron withdrawing, even if they are less so than benzoyl esters (OBz). |
Databáze: | OpenAIRE |
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