Aminal–Pyrrolidine Organocatalysts – Highly Efficient and Modular Catalysts for alpha-Functionalization of Carbonyl Compounds
The substitution of the 4-position of hydroxyproline by aphenol group, together with an aminal on the 2-position, gave a synergistic effect leading to two powerful complementary organocatalysts. They show excellent enantiocontrol in the alpha-functionalization of a wide range of linear/branched aldehydes and ketones, including Michael additions to ethenediyl disulfones or nitrostyrene and alpha-amination. We obtained ees up to 98.5 % with low catalyst loadings (down to 1 mol-%). As a proof of efficiency, TOFs of up to 1000 h–1 could be obtained.
Références
- Titre
- Aminal–Pyrrolidine Organocatalysts – Highly Efficient and Modular Catalysts for alpha-Functionalization of Carbonyl Compounds
- Type de publication
- Article de revue
- Année de publication
- 2010
- Auteurs
- Quintard, Adrien, Belot Sébastien, Marchal Estelle, and Alexakis Alexandre
- Revue
- European Journal of Organic Chemistry
- Volume
- 2010
- Ticket
- 5
- Pagination
- 927–936
Soumis le 7 septembre 2022