Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 140, Issue 1, Pages 78-81Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.7b10855
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Funding
- Canada Foundation for Innovation (CFI)
- Queen's University
- JSPS through The World Premier International Research Center Initiative (WPI) program
- NU through The World Premier International Research Center Initiative (WPI) program
- Natural Sciences and Engineering Research Council of Canada (NSERC)
- Grants-in-Aid for Scientific Research [17H03030, 16K13962, 17K17805, 26288023] Funding Source: KAKEN
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We describe the development of a nickel-catalyzed Suzuki-Miyaura cross-coupling of tertiary benzylic and allylic sulfones with arylboroxines. A variety of tertiary sulfones, which can easily be prepared via a deprotonation-alkylation route, were reacted to afford symmetric and unsymmetric quaternary products in good yields. We highlight the use of either BrettPhos or Doyle's phosphines as effective ligands for these challenging desulfonative coupling reactions. The utility of this methodology was demonstrated in the concise synthesis of a vitamin D receptor modulator analogue.
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