UNIGE document Scientific Article
previous document  unige:30036  next document
add to browser collection

Complementary Catalytic Strategies to Access α-Chiral Aldehydes

Published in CHIMIA International Journal for Chemistry. 2013, vol. 67, no. 9, p. 658-662
Abstract The present article summarizes the development of two novel and complementary catalytic methods to access α-chiral aldehydes. A C 1-symmetric chiral (P,N) ligand with a structure derived from the ubiquitous binepine scaffold has been specifically designed for the Pd-catalyzed α-arylation of aldehydes to access indane derivatives with a well-defined quaternary stereocenter in high yields and excellent enantioselectivities. In addition, a dinuclear palladium hydride catalyst has been synthesized for the isomerization of terminal and trisubstituted epoxides into aldehydes and ketones respectively. Combined experimental and theoretical investigations pointed to an unprecedented 'epoxide-opening/hydride-transfer' sequence. The mechanism also features two distinct enantio-determining steps in the kinetic resolution of racemic epoxides.
Keywords AldehydesCatalysisCross-CouplingIsomerizationPalladium
Full text
Article (Published version) (277 Kb) - public document Free access
(ISO format)
MAZET, Clement. Complementary Catalytic Strategies to Access α-Chiral Aldehydes. In: Chimia, 2013, vol. 67, n° 9, p. 658-662. doi: 10.2533/chimia.2013.658 https://archive-ouverte.unige.ch/unige:30036

434 hits



Deposited on : 2013-10-01

Export document
Format :
Citation style :