Synthesis of new chiral monodentate phosphines and their use in asymmetric hydrogenation

Autor:	Axel Monsees, Kathrin Junge, Matthias Beller, Guenther Oehme, Uwe Dingerdissen, Thomas Riermeier
Rok vydání:	2002
Předmět:	chemistry.chemical_classification Denticity chemistry Carboxylic acid Organic Chemistry Drug Discovery Asymmetric hydrogenation chemistry.chemical_element Biochemistry Medicinal chemistry Rhodium
Zdroj:	Tetrahedron Letters. 43:4977-4980
ISSN:	0040-4039
Popis:	A general synthesis of chiral 4,5-dihydro-3H-dinaphthophosphepines 1a–g is described. The resulting ligands represent a new class of monodentate chiral phosphines. First applications of 1a–g in the rhodium-catalyzed asymmetric hydrogenation of unsaturated carboxylic acid derivatives demonstrate the usefulness of our ligands. Enantioselectivities up to 95% ee for the hydrogenation of methyl α-acetamidocinnamate were obtained in the presence of 1d . This result represent the highest enantioselectivity reported for asymmetric hydrogenation in the presence of monodentate phosphines.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::939d54e7816fcf1d654cbadd13187b64 https://doi.org/10.1016/s0040-4039(02)00943-7 Zobrazit plný text záznamu Full Text from ScienceDirect