Regioselective substitution of fluorine in F(8)BINOL as a versatile route to new ligands with axial chirality
Nucleophilic substitution of aromatic fluorine in F(8)BINOL offers the possibility of selectively introducing a variety of substituents at the 6, 6', 7, and 7' positions. The configurational integrity of the homochiral precursors is maintained under the conditions described, allowing one to carry out these modification protocols on a microscale without the need for subsequent resolution steps. The resulting chiral ligands have been investigated as precursors to new asymmetric catalysts.
Chen
Y
Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario, M5S 3H6 Canada.
Yekta
S
Martyn
LJ
Zheng
J
Yudin
AK