The asymmetric domino oxa‐Michael–Henry reaction of salicylaldehyde derivatives with trans‐β‐nitro olefins catalyzed by a readily available trans‐4‐hydroxy‐L‐prolinamide with 4‐nitrophenol as an effective cocatalyst is presented. The corresponding 3‐nitro‐2H‐chromenes were obtained in moderate to excellent yields (up to 99 %) and with up to 90 % ee under mild conditions. In addition, a preliminary study shows that this organocatalytic system is able to promote the domino aza‐Michael–Henry reaction of 2‐formylpyrrole derivatives with trans‐β‐nitro olefins to give chiral 2‐nitro‐3H‐pyrrolizines.

A series of novel proline-based reduced dipeptides was developed and evaluated for a direct Michael addition of ketones and aldehydes to nitroalkenes. Excellent yields (up to 95%), diastereoselectivities (up to 98% dr) and enantioselectivities (up to 98% ee) were achieved in the presence of 5 mol% catalyst without any additional additives at room temperature.

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Based on the electrostatic adsorption between acidic resins and organocatalysts, a series of resin-supported chiral organocatalysts were designed and synthesized.