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Synthesis of highly substituted dienes via silaboration and crosscouplingreactions
KTH, School of Chemical Science and Engineering (CHE).
2012 (English)Independent thesis Advanced level (degree of Master (Two Years)), 20 credits / 30 HE creditsStudent thesis
Abstract [en]

A synthetic approach to highly substituted dienes has been investigated. In a four step

synthesis, a wide range of molecules can be formed: Sonogashira coupling between an

alkyne and a bromoalkene, silaboration of the newly formed enyne, Suzuki‐Miyaura

coupling to exchange the boronic ester moiety, and silver(I) oxide activated crosscoupling

to replace the silicon atom. The majority of final compounds are afforded in

moderate to good yields (20‐55% over 4 steps). In some cases, the last step where the

silyl moiety is exchanged to an aromatic ring has caused some problems: isomerization

and lower yields.

Place, publisher, year, edition, pages
2012. , p. 49
National Category
Engineering and Technology
Identifiers
URN: urn:nbn:se:kth:diva-156208OAI: oai:DiVA.org:kth-156208DiVA, id: diva2:765776
Available from: 2014-11-25 Created: 2014-11-25 Last updated: 2014-11-25Bibliographically approved

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Citation style
  • apa
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Language
  • de-DE
  • en-GB
  • en-US
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  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
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Output format
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