152963-22-9Relevant academic research and scientific papers
Direct Amination of Isohexides via Borrowing Hydrogen Methodology: Regio- and Stereoselective Issues
Bahé, Florian,Grand, Lucie,Cartier, Elise,Jacolot, Ma?wenn,Moebs-Sanchez, Sylvie,Portinha, Daniel,Fleury, Etienne,Popowycz, Florence
, p. 599 - 608 (2020)
The regio and diastereoselective direct mono or diamination of bio-based isohexides (isosorbide and isomannide) has been developed through borrowing hydrogen (BH) methodology using a cooperative catalysis between an iridium complex and a Br?nsted acid. The access to chiral amino-alcohol (NH2-OH) and diamine (NH2-NH2), interesting optically pure bio-based monomers, was also proposed using BH strategy as a sustainable route for their obtention.
Synthesis of New Chiral Auxiliaries Derived From Isosorbide
Tamion, R.,Marsais, F.,Ribereau, P.,Queguiner, G.,Abenhaim, D.,et al.
, p. 1879 - 1890 (2007/10/02)
Synthesis of both monobenzenesulfonates of isosorbide (1,4:3,6-dianhydrosorbitol) was regioselectively achieved in high yields via a three-step sequence.These monoesters were O-alkylated before being reacted with various primary amines to give the corresponding amino esters.The full control of regioselectivity led either to the exo-exo or endo-endo isomers.In an independent pathway, isosorbide derived amino ethers and amino alcohols with both amino and hydroxy functions in the endo position, were synthesized from isosorbide in a four-step procedure including selective monobenzylation, tosylation, substitution by amines and debenzylation.
