P,S-ligands for Ir-catalyzed Asymmetric Hydrogenation of Minimally Functionalized Olefins – A Theoretical Study

P,S-ligands for Ir-catalyzed Asymmetric Hydrogenation of Minimally Functionalized Olefins – A Theoretical Study

Karlsson, Erik A.; Margalef, Jèssica; Mazuela, Javier; Pàmies, Òscar; Diéguez, Montserrat; Pericàs, Miquel A.

Abstract:

Due to its simplicity, atom economy, and high efficiency, asymmetric hydrogenation is an attractive approach for the preparation of enantiomerically enriched chiral compounds. The asymmetric hydrogenation of olefins lacking adjacent polar groups has however proven to be difficult. Recently, a class of P,S-ligands, derived form chiral epoxides (Scheme 1), was developed in the group, and employed in Pd-catalyzed asymmetric allylic substitution, and in Rh-catalyzed hydrogenation of dehydroamino acids.

Due to its simplicity, atom economy, and high efficiency, asymmetric hydrogenation is an attractive approach for the preparation of enantiomerically enriched chiral compounds. The asymmetric hydrogenation of olefins lacking adjacent polar groups has however proven to be difficult. Recently, a class of P,S-ligands, derived form chiral epoxides (Scheme 1), was developed in the group, and employed in Pd-catalyzed asymmetric allylic substitution, and in Rh-catalyzed hydrogenation of dehydroamino acids.

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DOI: 10.5151/chempro-15bmos-BMOS2013_2013913152358

Referências bibliográficas

• [1] 1 Caldentey, X.; Pericàs, M. A. J. Org. Chem. 2010, 75, 2628.
• [2] 2 Caldentey, X.; Cambeiro, X. C.; Pericàs, M. A. Tetrahedron 2011, 67,
• [3] 4161.
• [4] 3 Mazuela, J.; Norrby, P.-O.; Andersson, P. G.; Pàmies, Ò; Diéguez, M.
• [5] J. Am. Chem. Soc. 2011, 133, 13634.

Como citar:

Karlsson, Erik A.; Margalef, Jèssica; Mazuela, Javier; Pàmies, Òscar; Diéguez, Montserrat; Pericàs, Miquel A.; "P,S-ligands for Ir-catalyzed Asymmetric Hydrogenation of Minimally Functionalized Olefins – A Theoretical Study", p-231-231. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-BMOS2013_2013913152358