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Thermal Effects in the Organocatalytic Asymmetric Mannich Reaction

2006; American Chemical Society; Volume: 71; Issue: 7 Linguagem: Inglês

10.1021/jo060064d

1520-6904

Belén Rodrı́guez, Carsten Bolm,

Asymmetric Hydrogenation and Catalysis

The proline-catalyzed direct asymmetric Mannich reaction between cyclohexanone, formaldehyde, and various anilines is thermally accelerated. With only 0.5 mol % of catalyst, Mannich products with up to 98% ee have been obtained after a short period of time in reactions performed under microwave irradiation. In situ reduction of the resulting ketones affords N-aryl amino alcohols in up to 86% yield.