Catalytic Asymmetric Hydroperoxidation of α,β‐Unsaturated Ketones: An Approach to Enantiopure Peroxyhemiketals, Epoxides, and Aldols
2008; Wiley; Volume: 47; Issue: 42 Linguagem: Inglês
10.1002/anie.200803238
ISSN1521-3773
AutoresCorinna M. Reisinger, Xing‐Wang Wang, Benjamin List,
Tópico(s)Synthesis and Catalytic Reactions
ResumoEfficient, selective: The primary amine salt 1 derived from quinine efficiently catalyzes the highly enantioselective hydroperoxidation of α,β-unsaturated ketones furnishing stable and isolable cyclic peroxyhemiketals in enantiopure form. The versatility of the peroxyhemiketals was demonstrated with the syntheses of aldols and epoxides from α,β-unsaturated ketones and hydrogen peroxide (see scheme). Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2008/z803238_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
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