Y. Chen et al., Regioselective substitution of fluorine in F8BINOL as a versatile route tonew ligands with axial chirality, ORG LETT, 2(22), 2000, pp. 3433-3436
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Nucleophilic substitution of aromatic fluorine in F8BINOL offers the possib
ility of selectively introducing a variety of substituents at the 6, 6', 7,
and 7' positions. The configurational integrity of the homochiral precurso
rs is maintained under the conditions described, allowing one to carry out
these modification protocols on a microscale without the need for subsequen
t resolution steps. The resulting chiral ligands have been investigated as
precursors to new asymmetric catalysts.