4.8 Article

Extending the Substrate Scope in the Hydrogenation of Unfunctionalized Tetrasubstituted Olefins with Ir-P Stereogenic Aminophosphine-Oxazoline Catalysts

Journal

ORGANIC LETTERS
Volume 21, Issue 3, Pages 807-811

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b04084

Keywords

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Funding

  1. Spanish Ministry of Economy and Competitiveness [CTQ2016-74878-P, CTQ2017-87840-P]
  2. IRB Barcelona
  3. European Regional Development Fund (AEI/FEDER, UE)
  4. Catalan Government [2017SGR1472]
  5. ICREA Foundation (ICREA Academia award)
  6. Severo Ochoa Award of Excellence from MINECO
  7. MINECO

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Air-stable and readily available Ir-catalyst precursors modified with MaxPHOX-type ligands have been successfully applied in the challenging asymmetric hydrogenation of tetrasubstituted olefins under mild reaction conditions. Gratifyingly, these catalyst precursors are able to efficiently hydrogenate not only a range of indene derivatives (ee's up to 96%) but also 1,2-dihydronapthalene derivatives and acyclic olefins (ee's up to 99%), which both constitute the most challenging substrates for this transformation.

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