395082-99-2Relevant academic research and scientific papers
Charge-transfer phenomena in novel, dual-component, sugar-based organogels
Friggeri, Arianna,Gronwald, Oliver,Van Bommel, Kjeld J. C.,Shinkai, Seiji,Reinhoudt, David N.
, p. 10754 - 10758 (2002)
The synthesis of a new saccharide-based gelator (2) containing a donor moiety has been described. Gelation experiments of a dual-component gel consisting of a saccharide-based gelator bearing an acceptor group (1) and of 2 have been performed in a variety
Site-Selective Acylations with Tailor-Made Catalysts
Huber, Florian,Kirsch, Stefan F.
supporting information, p. 5914 - 5918 (2016/04/26)
The acylation of alcohols catalyzed by N,N-dimethylamino pyridine (DMAP) is, despite its widespread use, sometimes confronted with substrate-specific problems: For example, target compounds with multiple hydroxy groups may show insufficient selectivity for one hydroxyl, and the resulting product mixtures are hardly separable. Here we describe a concept that aims at tailor-made catalysts for the site-specific acylation. To this end, we introduce a catalyst library where each entry is constructed by connecting a variable and readily tuned peptide scaffold with a catalytically active unit based on DMAP. For selected examples, we demonstrate how library screening leads to the identification of optimized catalysts, and the substrates of interest can be converted with a markedly enhanced site-selectivity compared with only DMAP. Furthermore, substrate-optimized catalysts of this type can be used to selectively convert "their" substrate in the presence of structurally similar compounds, an important requisite for reactions with mixtures of substances. Substrate-optimized catalysts: Site- selective acylations were achieved using substrate-optimized catalysts (see scheme) as identified from a library screening. The catalysts are composed of low-molecular-weight peptides that are readily tuned through variation of the amino acid sequence, and one amino acid was connected to DMAP to ensure catalytic activity. These substrate-optimized catalysts were also applied to selectively convert one substrate in the presence of a structurally similar compound.
Sulfuric acid immobilized on silica: an efficient promoter for one-pot acetalation-acetylation of sugar derivatives
Mukhopadhyay, Balaram
, p. 4337 - 4341 (2007/10/03)
Sulfuric acid immobilized on silica gel has been used as an efficient and safe alternative promoter for acetalation and subsequent acetylation of sugar glycosides using stoichiometric reagents without work-up. The synthesis of different types of per-O-ace
