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  • Lee, TaegyoUniversity of California, USA (author)

Rhodium-Catalyzed Enantioselective Silylation of Arene C–H Bonds : Desymmetrization of Diarylmethanols

  • Article/chapterEnglish2015

Publisher, publication year, extent ...

  • 2015-05-20
  • American Chemical Society (ACS),2015
  • printrdacarrier

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  • LIBRIS-ID:oai:DiVA.org:ri-13636
  • https://urn.kb.se/resolve?urn=urn:nbn:se:ri:diva-13636URI
  • https://doi.org/10.1021/jacs.5b03091DOI

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  • Language:English
  • Summary in:English

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  • Subject category:ref swepub-contenttype
  • Subject category:art swepub-publicationtype

Notes

  • We report a Rh-catalyzed, enantioselective silylation of arene C–H bonds directed by a (hydrido)silyl group. (Hydrido)silyl ethers that are formed in situ by hydrosilylation of benzophenone or its derivatives undergo asymmetric C–H silylation in high yield with excellent enantioselectivity in the presence of [Rh(cod)Cl]2 and a chiral bisphosphine ligand. The stereoselectivity of this process also allows enantioenriched diarylmethanols to react with site selectivity at one aryl group over the other. Enantioenriched benzoxasiloles from the silylation process undergo a range of transformations to form C–C, C–O, C–I, or C–Br bonds.

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  • Wilson, Tyler W.University of California, USA (author)
  • Berg, RobertRISE,Katalys (author)
  • Ryberg, PerRISE,SP – Sveriges Tekniska Forskningsinstitut (author)
  • Hartwig, John F.University of California, USA (author)
  • University of California, USAKatalys (creator_code:org_t)

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  • In:Journal of the American Chemical Society: American Chemical Society (ACS)137:21, s. 6742-67450002-78631520-5126

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Lee, Taegyo
Wilson, Tyler W.
Berg, Robert
Ryberg, Per
Hartwig, John F.
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NATURAL SCIENCES
NATURAL SCIENCES
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RISE

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