title: Asymmetric Synthesis of 1,3-Diamines. II: Diastereoselective reduction of atropisomeric N-tert-butanesulfinylketimines.
abstract: Chiral, nonracemic o-aminobenzylamines were prepared in a highly diastereoselective reduction of atropisomeric N-tert-butanesulfinylketimines. The ortho-substituent ensures the distinct reactivity of atropisomers 4d-f. The free energy of activation for atropisomerization of sulfinylimines 4d-f in THF-d(8) was determined by NMR methods to range from 70.8 to 97.9 kJ/mol.
authors.affiliation: Latvian Institute of Organic Synthesis, Aizkraukles 21, LV-1006 Riga, Latvia.
authors.forename: Marina
authors.initials: M
authors.lastname: Martjuga
authors.forename: Sergey
authors.initials: S
authors.lastname: Belyakov
authors.forename: Edvards
authors.initials: E
authors.lastname: Liepinsh
authors.forename: Edgars
authors.initials: E
authors.lastname: Suna