Asymmetric ligands useful for transition metal catalyzed bond forming reactions
AssigneeStanford University
InventorsBarry M. Trost, David L. Van Vranken, Richard C. Bunt
Life of this patent
Estimating the term…
Abstract
Ligands useful for transition metal catalyzed bond forming reactions are provided with a metal binding portion having at least one metal binding moiety ##STR1## wherein Ar and Ar' each is an aryl or a heteroaryl. These ligands may be prepared by providing an aromatic carboxylic acid having a diarylphosphino or diheteroarylphosphino substituent on the aromatic ring, and forming an ester or an amide derivative of the carboxylic acid by coupling with a chiral diol or a chiral diamine. The ligands facilitate, for example, flexible strategies for enantiocontrolled construction of five membered carbocyclic rings with varying substitution patterns and high enantioselectivity.
Claims10
A chiral compound comprising:
- a chiral backbone to which is bound two or three metal binding moieties, the chiral compound capable of participating as a ligand or a chiral auxiliary for metal catalyzed reactions, each metal binding moiety having the following structure ##STR23## wherein Ar and Ar' each is an aryl or a heteroaryl with a single ring or fused rings, each metal binding moiety being attached by an ester or an amide linkage to the chiral backbone.
A method for preparing ligands, useful for transition metal catalyzed bond forming reactions, comprising:
- providing an aromatic carboxylic acid having a diarylphosphino or a diheteroarylphosphino substituent on the aromatic ring;
- and
- forming an ester or an amide derivative of the carboxylic acid by coupling with a chiral diol or a chiral diamine in the presence of dicyclohexylcarbodiimide.
A ligand having the following structure:
- ##STR26## wherein Ph is phenyl.
Dependencies are inferred from the claim text.