Quantifying electronic effects of common carbohydrate protecting groups in a piperidine model system

M Heuckendorff, CM Pedersen…

文献索引：Heuckendorff, Mads; Pedersen, Christian M.; Bols, Mikael Chemistry - A European Journal, 2010 , vol. 16, # 47 p. 13982 - 13994

全文：HTML全文

被引用次数: 27

摘要

Abstract A study of the substituent effects of protecting groups in hydroxypiperidines was carried out and compared with the electronic effects in glycosylation chemistry. 1- Deoxynojirimycin, the aza-sugar analogue of 1-deoxy-D-glucose, was used as a carbohydrate model, and protected with the most common carbohydrate protecting groups. The different stabilization of positive charge on the ring heteroatom was determined by pK ...