Anomeric modification of carbohydrates using the Mitsunobu reaction

• Julia Hain,
• Patrick Rollin,
• Werner Klaffke and
• Thisbe K. Lindhorst

Beilstein J. Org. Chem. 2018, 14, 1619–1636, doi:10.3762/bjoc.14.138

• stereoselectively from the 2-deoxy-carbasugar 73 in a Mitsunobu reaction with the aglycon 74 [55]. Benzyl protection, which does not exert neighboring group effects in classical glycosylations, resulted in the predominant formation of 1,2-trans glycosides in the Mitsunobu reaction with catechol. In fact, benzyl

Spatial effects in polymer chemistry

• Helmut Ritter

Beilstein J. Org. Chem. 2017, 13, 2015–2016, doi:10.3762/bjoc.13.198

• in the market, there is still a great need to develop novel materials for specific purposes and corresponding practical applications. Consequently, the synthesis and modification of macromolecules remain high priorities in scientific research. Neighboring group effects and cross over space effects

Amino-functionalized (meth)acryl polymers by use of a solvent-polarity sensitive protecting group (Br-t-BOC)

• Helmut Ritter,
• Monir Tabatabai and
• Markus Herrmann

Beilstein J. Org. Chem. 2016, 12, 245–252, doi:10.3762/bjoc.12.26

• , IR, GPC and DSC methods. The kinetics of the deprotection step was followed by 1H NMR spectroscopy. The solvent polarity and neighboring group effects on the kinetics of deprotection are discussed. Keywords: amino group protection; bromo-tert-butyloxycarbonyl; deprotection; free radical

• polymerization; (meth)acryl polymers; neighboring group effects; solvent polarity; Introduction Amino groups are important functionalities in polymer chemistry, e.g., for hardening various epoxy resins [1]. However, they easily react in an undesired side reaction with electron-poor double bonds of (meth