Regioselective substitution of fluorine in F8BINOL as a versatile route tonew ligands with axial chirality

Citation
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
Citations number
46
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
22
Year of publication
2000
Pages
3433 - 3436
Database
ISI
SICI code
1523-7060(20001102)2:22<3433:RSOFIF>2.0.ZU;2-4
Abstract
[GRAPHICS] 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.