Change search
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • harvard1
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf
Regio- and stereoselective synthesis of conjugated trienes from silaborated 1,3-enynes
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.
KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
Show others and affiliations
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
Abstract [en]

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.
Keyword [en]
2 propanol, alkyne, boron, iodobenzene, palladium, silanol, silicon, trientine, Article, catalyst, chemical modification, column chromatography, desilylation, hydroboration, hydrosilylation, priority journal, protiodeboronation, protiodesilylation, proton nuclear magnetic resonance, purification, stereochemistry, Suzuki reaction, synthesis
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:kth:diva-195480DOI: 10.1039/c6nj01019aISI: 000385869600085Scopus ID: 2-s2.0-84979022019OAI: oai:DiVA.org:kth-195480DiVA: diva2:1049818
Conference
6th EuCheMS Conference on Nitrogen Ligands, SEP, 2015, Beaune, FRANCE
Note

QC 20161125

Available from: 2016-11-25 Created: 2016-11-03 Last updated: 2017-03-02Bibliographically approved

Open Access in DiVA

No full text

Other links

Publisher's full textScopus

Search in DiVA

By author/editor
Li, EndeZhou, HuiÖstlund, VictorHertzberg, RobinMoberg, Christina
By organisation
Organic Chemistry
In the same journal
New Journal of Chemistry
Chemical Sciences

Search outside of DiVA

GoogleGoogle Scholar

Altmetric score

Total: 4 hits
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • harvard1
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf