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  • Arkhypchuk, Anna I.Uppsala universitet,Molekylär biomimetik (author)

One-Pot Intermolecular Reductive Cross-Coupling of Deactivated Aldehydes to Unsymmetrically 1,2-Disubstituted Alkenes

  • Article/chapterEnglish2018

Publisher, publication year, extent ...

  • 2018-08-13
  • American Chemical Society (ACS),2018
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  • LIBRIS-ID:oai:DiVA.org:uu-366262
  • https://urn.kb.se/resolve?urn=urn:nbn:se:uu:diva-366262URI
  • https://doi.org/10.1021/acs.orglett.8b01754DOI

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  • Language:English
  • Summary in:English

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

Notes

  • The phospha-Peterson reaction between a lithiated secondary phosphane, MesP(Li)TMS, and an aldehyde affords Mes-phosphaalkenes which, upon methanol addition and P-oxidation, react with a second carbonyl compound site specifically to produce unsymmetric alkenes. The E/Z selectivity of the one-pot cross coupling is largely determined by the electronic nature of the aryl substituent of the first aldehyde, with electron-donating groups giving rise to increased amounts of Z-alkenes.

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  • D'Imperio, NicolasUppsala universitet,Molekylär biomimetik(Swepub:uu)nicdo270 (author)
  • Ott, SaschaUppsala universitet,Molekylär biomimetik(Swepub:uu)saott499 (author)
  • Uppsala universitetMolekylär biomimetik (creator_code:org_t)

Related titles

  • In:Organic Letters: American Chemical Society (ACS)20:17, s. 5086-50891523-70601523-7052

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Organic Letters
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