Change search
ReferencesLink to record
Permanent link

Direct link
Carbocation Catalysis: Oxa-Diels-Alder Reactions of Unactivated Aldehydes and Simple Dienes
KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry. Sohag University, Egypt.
KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.ORCID iD: 0000-0003-1933-4193
2015 (English)In: European Journal of Organic Chemistry, ISSN 1434-193X, E-ISSN 1099-0690, no 30, 6610-6614 p.Article in journal (Refereed) Published
Abstract [en]

The versatility of the trityl cation (TrBF<inf>4</inf>) as a highly efficient Lewis acid organocatalyst is demonstrated in the oxa-Diels-Alder reaction of various unactivated aromatic and aliphatic aldehydes and simple unactivated dienes, such as isoprene and 2,3-dimethylbutadiene. The transformation proceeds smoothly to give 3,6-dihydropyrane adducts in high to moderate yields with catalyst loadings down to 1.0 mol-% under mild reaction conditions. In contrast to most previously reported strategies, this protocol does not require substrate functional group activation, neither by electron-deficient aldehydes (2-oxo aldehydes) or electron-rich dienes (methoxy or amino-butadiene).

Place, publisher, year, edition, pages
Wiley-VCH Verlagsgesellschaft, 2015. no 30, 6610-6614 p.
Keyword [en]
Carbocations, Cycloaddition, Organocatalysis, Trityl ion
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:kth:diva-175061DOI: 10.1002/ejoc.201501112ISI: 000363339600005ScopusID: 2-s2.0-84945478847OAI: oai:DiVA.org:kth-175061DiVA: diva2:881626
Note

QC 20151211

Available from: 2015-12-11 Created: 2015-10-09 Last updated: 2015-12-11Bibliographically approved

Open Access in DiVA

No full text

Other links

Publisher's full textScopus

Search in DiVA

By author/editor
El Remaily, Mahmoud Abd El Aleem Ali AliNaidu, Veluru RameshNi, ShengjunFranzén, Johan
By organisation
Organic Chemistry
In the same journal
European Journal of Organic Chemistry
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: 23 hits
ReferencesLink to record
Permanent link

Direct link