Preorganization in highly enantioselective diaza-Cope rearrangement reaction.
Crystal structure and activation entropy data indicate that H-bond directed diaza-Cope rearrangement of chiral diimines takes place with a high degree of preorganization. CD spectroscopy and HPLC data show that there is inversion of stereochemistry for the reaction with excellent enantioselectivity.
Kim
Hae-Jo
HJ
Department of Chemistry, University of Toronto, 80 St. George Street, Toronto M5S 3H6, Canada.
Kim
Hyunwoo
H
Alhakimi
Gamil
G
Jeong
Eui June
EJ
Thavarajah
Nirusha
N
Studnicki
Lisa
L
Koprianiuk
Alicja
A
Lough
Alan J
AJ
Suh
Junghun
J
Chin
Jik
J