Reversal of Enantioselectivity in the Asymmetric Rhodium- versus Iridium-Catalyzed Hydroboration of Meso Substrates

Alejandro Pérez Luna (1) , Martine Bonin (2) , Laurent Micouin (2) , Henri-Philippe Husson (2)

1 IPCM - Institut Parisien de Chimie Moléculaire
2 SSMIP - Synthèse et structure de molécules d'interet pharmacologique

The Ir-catalyzed asymmetric hydroboration of bicyclic hydrazines with ee and chemical yields up to 64% is reported. The switch from rhodium to iridium leads systematically to opposite enantiomers in this desymmetrization reaction.

Domaines: Chimie organique; Catalyse

Alejandro Pérez Luna, Martine Bonin, Laurent Micouin, Henri-Philippe Husson. Reversal of Enantioselectivity in the Asymmetric Rhodium- versus Iridium-Catalyzed Hydroboration of Meso Substrates. Journal of the American Chemical Society, 2002, 124 (41), pp.12098-12099. ⟨10.1021/ja026714m⟩. ⟨hal-02185596⟩