Naslov
Construction of congested quaternary stereogenic centers in isoindolinones via chiral phosphoric acid catalysis
(Construction of congested quaternary stereogenic centers in isoindolinones via chiral phosphoric acid catalysis)

Autori
Gredičak, Matija

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, neobjavljeni rad, znanstveni

Skup
22nd Tetrahedron Symposium

Mjesto i datum
Lisabon, Portugal, 28.06.2022. - 01.07.2022

Vrsta sudjelovanja
Poster

Vrsta recenzije
Recenziran

Ključne riječi
isoindolinones

Sažetak
Isoindolinones have attracted much attention among synthetic chemists, as they are integral structural parts of a number of natural products and biologically active compounds. In most cases, only a single enantiomer is effective, or has a better activity profile than the other. Consequently, the synthesis of these structural motifs and the natural products that contain them has been the subject of much elegant and effective research. The most straightforward way to functionalize isoindolinones includes transformations of easily accessible 3- hydroxyisoindolinone precursors. Their ability to form highly reactive species under mild conditions renders them as an attractive substrates in various catalytic reactions. The overview of our recent achievements in the construction of isoindolinone derivatives comprising quaternary stereogenic centers will be presented. The focus will be given on chiral Brønsted acid-catalyzed additions of aromatic and non-aromatic carbon nucleophiles to in situ generated isoindolinone-derived ketimines. Generally, transformations proceed smoothly and the corresponding products are isolated predominantly in high yields and enantioselectivities.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA