3,3'-Diiodobinaphthol and 3,3'-Diiodobiphenol Derivatives as Hypervalent Iodine Organocatalysts for the α-Oxytosylation of Ketones.
New series of enantiopure 3,3'-diiodobinaphthol I (R = Ac, 2-phenylpropanol, 4-tolylformamide, N-isopropylformamide, etc.) and 3,3'-diiodobiphenol-based mols. e.g., II have been synthesized and used as chiral hypervalent iodine oxidn. organocatalysts in the alpha-oxytosylation of propiophenone. These new organocatalysts were compared to previous series of 3,3'-diiodo-1,1'-binaphthalene-2,2'-diol-fused maleimides, two important observations have made: the maleimide moiety is the best moiety for obtaining moderate enantioselectivities, and the presence of an aliph. substituent on the biaryl part of the catalyst enhances the enantioselectivity.
Références
- Titre
- 3,3'-Diiodobinaphthol and 3,3'-Diiodobiphenol Derivatives as Hypervalent Iodine Organocatalysts for the α-Oxytosylation of Ketones.
- Type de publication
- Article de revue
- Année de publication
- 2015
- Auteurs
- Brenet, Simon, Minozzi Clementine, Clarens Bastien, Amiri Lilia, and Berthiol Florian
- Revue
- Synthesis
- Volume
- 47
- Pagination
- 3859–3873
- ISSN
- 1437-210X
Soumis le 12 avril 2018