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Enantioselective Intramolecular Reductive Heck Reaction with a Palladium/Monodentate Phosphoramidite Catalyst

Year: 2016

Type: article

Abstract: A palladium‐catalyzed enantioselective reductive Heck reaction of enones using monodentate phosphoramidite ligands is described. α,α,α’,α’‐tetraaryl‐1,3‐dioxolane‐4,5‐dimethanol (TADDOL)‐based phosphoramidites with palladium(II) acetate, and N‐methyl dicyclohexylamine as reducing agent gives the reductive Heck product in high yields and enantioselectivities of up to 90 %. The solvent plays an important role and in diethyl carbonate, the chemo‐ and enantioselectivity appeared to be the highest.

Source: ChemCatChem

DOI: 10.1002/cctc.201601153

Authors: Subramaniyan Mannathan, Saeed Raoufmoghaddam, Joost N. H. Reek, Johannes G. de Vries, Adriaan J. Minnaard

Institutions: University of Groningen, University of Amsterdam, Leibniz Institute for Catalysis

Language: English

Topic: Catalytic Cross-Coupling Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

OpenAlex ID: W2539382642

FWCI: 4.126

Cites: 67

Cited by: 63

Related to: 10