853016-72-5Relevant academic research and scientific papers
Bio-Based Amides from Renewable Isosorbide by a Direct and Atom-Economic Boric Acid Amidation Methodology
Janvier, Marine,Moebs-Sanchez, Sylvie,Popowycz, Florence
supporting information, p. 2308 - 2318 (2016/05/19)
The functionalization of bio-sourced isohexides has proved challenging over the last number of years, especially in polymer and medicinal chemistry. We report herein the synthesis of bio-based amido-isohexides by the known boric acid catalysed amidation reaction. The coupling reaction was successfully performed with aliphatic and aromatic carboxylic acids. The extension of the scope of the reaction to eight Boc-protected amino acids is also described, the products being obtained in moderate to good yields. A preliminary screening of these new potential organocatalysts was carried out for the aldolization of isatin. We describe herein the formation of the amide bond between amines derived from dianhydrohexitols and carboxylic or amino acids mediated by a catalytic quantity of boric acid.
The synthesis and applications of asymmetric phase-transfer catalysts derived from isomannide and isosorbide
Kumar, Sanjeev,Ramachandran, Uma
, p. 4141 - 4148 (2007/10/03)
We report herein the synthesis of various derivatives of isomannide and isosorbide. Alkylation on N-(diphenylmethylene)glycine tert-butyl ester show the new catalysts to be effective phase-transfer catalysts with moderately good enantioselectivity. The ef
