152963-31-0Relevant academic research and scientific papers
Diastereoselective Iridium-Catalyzed Amination of Biosourced Isohexides Through Borrowing Hydrogen Methodology
Jacolot, Ma?wenn,Moebs-Sanchez, Sylvie,Popowycz, Florence
, p. 9456 - 9463 (2018)
A novel direct and diastereoselective amination of biosourced monobenzylated isohexides has been developed through borrowing hydrogen methodology using a cooperative catalysis between an iridium complex and a phosphoric acid. We also report herein the first regio- and diastereoselective direct amination of isosorbide.
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.
