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Direct Amination of Isohexides via Borrowing Hydrogen Methodology: Regio‐ and Stereoselective Issues
Author(s) -
Bahé Florian,
Grand Lucie,
Cartier Elise,
Jacolot Maïwenn,
MoebsSanchez Sylvie,
Portinha Daniel,
Fleury Etienne,
Popowycz Florence
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201901661
Subject(s) - chemistry , stereoselectivity , amination , enantioselective synthesis , iridium , catalysis , alcohol , diamine , combinatorial chemistry , isosorbide , regioselectivity , reductive amination , hydrogen , monomer , enantiomeric excess , organic chemistry , polymer
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 Brønsted acid. The access to chiral amino‐alcohol (NH 2 ‐OH) and diamine (NH 2 ‐NH 2 ), interesting optically pure bio‐based monomers, was also proposed using BH strategy as a sustainable route for their obtention.