American Chemical Society
Browse
jo062012u_si_002.pdf (191.71 kB)

Bisoxazoline-Lewis Acid-Catalyzed Direct-Electron Demand oxo-Hetero-Diels−Alder Reactions of N-Oxy-pyridine Aldehyde and Ketone Derivatives

Download (191.71 kB)
journal contribution
posted on 2007-01-05, 00:00 authored by Aitor Landa, Bo Richter, Rasmus Lyng Johansen, Anna Minkkilä, Karl Anker Jørgensen
A general catalytic oxo-hetero-Diels−Alder reaction for pro-chiral aldehyde and ketone N-oxy-pyridines is presented. The catalytic and asymmetric oxo-hetero-Diels−Alder reaction of electron-rich dienes with N-oxy-pyridine-2-carbaldehyde and ketone derivatives, catalyzed by chiral copper(II)−bisoxazoline complexes, gives optically active six-membered oxygen heterocycles in moderate to good yields and with excellent enantioselectivities.

History