Change search
ReferencesLink to record
Permanent link

Direct link
Asymmetric organocatalytic epoxidation of alpha,beta-unsaturated aldehydes with hydrogen peroxide
Show others and affiliations
2005 (English)In: Journal of the American Chemical Society, ISSN 0002-7863, E-ISSN 1520-5126, Vol. 127, no 19, 6964-6965 p.Article in journal (Refereed) Published
Abstract [en]

The first asymmetric organocatalytic epoxidation of α,β-unsaturated aldehydes is presented. A chiral bisaryl−silyl-protected pyrrolidine acts as a very selective epoxidation organocatalyst using simple oxidation agents, such as hydrogen peroxide and tert-butyl hydroperoxide. The asymmetric epoxidation reactions proceed under environmental friendly reaction condition in, for example, water mixtures of alcohols, and the scope of the reaction is demonstrated by the formation of optically active α,β-epoxy aldehydes in high yields and enantioselectivities >94% ee. Furthermore, the direct synthesis of the sex pheromone from an acaric mite by asymmetric epoxidation of citral is presented.

Place, publisher, year, edition, pages
2005. Vol. 127, no 19, 6964-6965 p.
Keyword [en]
Asymmetric catalys, organocatalys, epoxdation
National Category
Organic Chemistry
URN: urn:nbn:se:kth:diva-14749DOI: 10.1021/ja051808sISI: 000229085200026ScopusID: 2-s2.0-18744407280OAI: diva2:332790

QC 20160601

Available from: 2010-08-05 Created: 2010-08-05 Last updated: 2016-06-01Bibliographically approved

Open Access in DiVA

No full text

Other links

Publisher's full textScopus

Search in DiVA

By author/editor
Franzen, Johan.
In the same journal
Journal of the American Chemical Society
Organic Chemistry

Search outside of DiVA

GoogleGoogle Scholar
The number of downloads is the sum of all downloads of full texts. It may include eg previous versions that are now no longer available

Altmetric score

Total: 19 hits
ReferencesLink to record
Permanent link

Direct link