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Stereoinvertive C–C Bond Formation at the Boron‐Bound Stereogenic Centers through Copper‐Bipyridine‐Catalyzed Intramolecular Coupling of α‐Aminobenzylboronic Esters by Yukako Yoshinaga; Takeshi Yamamoto; Michinori Suginome is a Chemistry article available to read on EtoBox.
What is Stereoinvertive C–C Bond Formation at the Boron‐Bound Stereogenic Centers through Copper‐Bipyridine‐Catalyzed Intramolecular Coupling of α‐Aminobenzylboronic Esters about?
## Abstract Enantiospecific intramolecular Suzuki–Miyaura‐type coupling with α‐(2‐halobenzoylamino)benzylboronic esters to give 3‐substituted isoindolinones is achieved by using copper catalysts with 2,2′‐bipyridine‐based achiral ligands. Enantioenriched α‐aminobenzylboron reactants bearing a hydrogen atom at the boron‐bound stereogenic carbons undergo stereoinvertive coupling in the presence of a 6‐phenyl‐2,2′‐bipyridine ligand with high enantiospecificity. α‐Aminobenzylboronates bearing fully substituted boron‐bound stereogenic centers also gave the 3,3‐disubstituted isoindolinones with stereospecific stereochemical inversion in the presence of simple 2,2′‐bipyridine as a ligand.
Who reads Stereoinvertive C–C Bond Formation at the Boron‐Bound Stereogenic Centers through Copper‐Bipyridine‐Catalyzed Intramolecular Coupling of α‐Aminobenzylboronic Esters?
It is typically read by researchers, students, and practitioners in Chemistry.
- Author
- Yukako Yoshinaga; Takeshi Yamamoto; Michinori Suginome
- Publisher
- John Wiley and Sons; Wiley (John Wiley & Sons); John Wiley & Sons Ltd.; Wiley; Research Square (ISSN 0044-8249)
- Published
- 2020
- Language
- EN
- Field
- Chemistry (Physical Sciences)