Back to Search
Start Over
Deoxygenative α-alkylation and α-arylation of 1,2-dicarbonyls.
- Source :
-
Chemical science [Chem Sci] 2020 Jul 01; Vol. 11 (34), pp. 9101-9108. Date of Electronic Publication: 2020 Jul 01. - Publication Year :
- 2020
-
Abstract
- Construction of C-C bonds at the α-carbon is a challenging but synthetically indispensable approach to α-branched carbonyl motifs that are widely represented among drugs, natural products, and synthetic intermediates. Here, we describe a simple approach to generation of boron enolates in the absence of strong bases that allows for introduction of both α-alkyl and α-aryl groups in a reaction of readily accessible 1,2-dicarbonyls and organoboranes. Obviation of unselective, strongly basic and nucleophilic reagents permits carrying out the reaction in the presence of electrophiles that intercept the intermediate boron enolates, resulting in two new α-C-C bonds in a tricomponent process.<br />Competing Interests: There are no conflicts to declare.<br /> (This journal is © The Royal Society of Chemistry.)
Details
- Language :
- English
- ISSN :
- 2041-6520
- Volume :
- 11
- Issue :
- 34
- Database :
- MEDLINE
- Journal :
- Chemical science
- Publication Type :
- Academic Journal
- Accession number :
- 34094191
- Full Text :
- https://doi.org/10.1039/d0sc03118f