Regio- and stereoselective synthesis of conjugated trienes from silaborated 1,3-enynes
2016 (English)In: New Journal of Chemistry, ISSN 1144-0546, E-ISSN 1369-9261, Vol. 40, no 7, 6340-6346 p.Article in journal (Refereed) Published
Products obtained from palladium-catalyzed regioselective cis-addition of ( chlorodimethylsilyl)pinacolborane to the alkyne bond of 1,4-disubstituted 1,3-enynes were subjected to Suzuki-Miyaura coupling with alkenyl iodides. Hiyama coupling of the resulting silanol-functionalized trienes provided tetrasubstituted conjugated trienes with different substitution patterns, whereas protiodesilylation with fluoride gave trisubstituted trienes. The methodology presented gives access to conjugated trienes with control of regio- and stereochemistry.
Place, publisher, year, edition, pages
Royal Society of Chemistry, 2016. Vol. 40, no 7, 6340-6346 p.
IdentifiersURN: urn:nbn:se:kth:diva-196457DOI: 10.1039/c6nj01019aISI: 000385869600085ScopusID: 2-s2.0-84979022019OAI: oai:DiVA.org:kth-196457DiVA: diva2:1049488
6th EuCheMS Conference on Nitrogen Ligands, SEP, 2015, Beaune, FRANCE
QC 201611242016-11-242016-11-142016-11-24Bibliographically approved