Journal
ORGANIC LETTERS
Volume 25, Issue 42, Pages 7705-7710Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.3c02998
Keywords
-
Categories
Ask authors/readers for more resources
In this study, P-stereogenic and axially chiral phosphinooxazoles ligands were successfully synthesized using a palladium-catalyzed method, showing high stereochemical and enantiomeric selectivities. This method has a broad substrate scope and provides an efficient way to construct new chiral molecules.
Chiral P,N-ligands are of great interest and importance in the fields of metal-catalyzed enantioselective transformations and have found numerous applications spanning drug and polymer synthesis. Here, modular assembly of diverse P-stereogenic and axially chiral phosphinooxazoles ligands is achieved through palladium-catalyzed asymmetric cleavage of C-P bond/intermolecular C-H bond functionalization in high atroposelectivities and diastereoselectivities of up to >99% ee and >25:1 dr. This protocol features broad substrate scope and provides an avenue for facile construction of new P-stereogenic and axially chiral phosphinooxazoles ligands directly from the phosphonium salts and benzoxazoles/benzothiazoles. Evaluation of the synthesized P-stereogenic and axially chiral phosphinooxazoles ligands in two model catalytic asymmetric reactions illustrates the potential of our strategy to access valuable chiral molecules.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available