Synthesis of P-chirogenic diarylphosphinoacetic acids and their proline derivatives for palladium-catalysed allylic alkylation reactions

• Published in: Tetrahedron letters Vol. 46; no. 47; pp. 8145 - 8148
• Main Authors: Lam, Hubert, Horton, Peter N., Hursthouse, Michael B., Aldous, David J., Hii, King Kuok (Mimi)
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 21.11.2005; Elsevier
• Subjects: Allylic alkylation; Chemistry; Chemistry, Organic; Chirogenic phosphine; Palladium; Physical Sciences; PNP ligands; Science & Technology; Chirogenic phosphine; Allylic alkylation; Palladium; PNP ligands; PHOSPHORUS; allylic alkylation; COMPLEXES; palladium; BISPHOSPHINE LIGANDS; chirogenic phosphine; PHOSPHINOCARBOXYLIC ACIDS; PLANAR
• ISSN: 0040-4039; 1873-3581
• DOI: 10.1016/j.tetlet.2005.09.136

The synthesis of P-chirogenic diarylphosphinocarboxylic acids was achieved, from which a new class of amido- and amino-diphosphine ligands (PNP*) were derived, containing an l-proline backbone. The catalytic activities of the novel ligands were evaluated in the palladium-catalysed allylic alkylation reaction of 1,3-diphenylpropenyl acetate. The synthesis of P-chirogenic diarylphosphinocarboxylic acids was achieved, from which a new class of amido- and amino-diphosphine ligands (PNP*) were derived, containing an l-proline backbone. The catalytic activities of the novel ligands were evaluated in the palladium-catalysed allylic alkylation reaction of 1,3-diphenylpropenyl acetate.