CO-free Enantioselective Hydroformylation of Functionalised Alkenes: Using a Dual Catalyst System to Give Improved Selectivity and Yield

Rachael Pittaway, Paul Dingwall, José A. Fuentes, Matthew L. Clarke*

*Corresponding author for this work

Research output: Contribution to journalArticle

Abstract

The scope of carbon monoxide-free Asymmetric Transfer HydroFormylation (ATHF) procedures using a highly active single catalyst system derived from 1,2-bis-((2,5)-diphenylphospholano)ethane as chiral ligand has been studied. This reveals some highly successful reactions, but also significant limitations. The development of a new protocol in which a catalyst for formaldehyde decomposition to CO and H2 is combined with the catalyst of choice for the subsequent asymmetric hydroformylation is described. This enables ATHF reactions that were problematic to be significantly improved. The new method has been used in the synthesis of several key precursors to biologically active molecules.

Original languageEnglish
Pages (from-to)4334-4341
JournalAdvanced Synthesis and Catalysis
Volume361
Issue number18
Early online date13 Aug 2019
DOIs
Publication statusPublished - 17 Sep 2019

Fingerprint

Hydroformylation
Catalyst selectivity
Alkenes
Carbon Monoxide
Olefins
Catalysts
Ethane
Formaldehyde
Carbon monoxide
Ligands
Decomposition
Molecules

Keywords

  • Asymmetric Synthesis
  • Carbon monoxide surrogates
  • Hydroformylation
  • Regioselectivity
  • Rhodium

Cite this

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CO-free Enantioselective Hydroformylation of Functionalised Alkenes: Using a Dual Catalyst System to Give Improved Selectivity and Yield. / Pittaway, Rachael; Dingwall, Paul; Fuentes, José A.; Clarke, Matthew L.

In: Advanced Synthesis and Catalysis, Vol. 361, No. 18, 17.09.2019, p. 4334-4341.

Research output: Contribution to journalArticle

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