Tuning the Peri Effect for Enantioselectivity: Asymmetric Hydrogenation of Unfunctionalized Olefins with the BIPI Ligands. Issue 8 (20th March 2013)

• Record Type: Journal Article
• Authors: Busacca, Carl A.; Qu, Bo; Grět, Nicole; Fandrick, Keith R.; Saha, Anjan K.; Marsini, Maurice; Reeves, Diana; Haddad, Nizar; Eriksson, Magnus; Wu, Jiang‐Ping; Grinberg, Nelu; Lee, Heewon; Li, Zhibin; Lu, Bruce; Chen, Dajun; Hong, Yaping; Ma, Shengli; Senanayake, Chris H.
• Is Part Of: Advanced synthesis & catalysis. Volume 355:Issue 8(2013)
• Page Start: 1455
• Page End: 1463
• Publication Date: 2013-03-20
• Subjects: asymmetric hydrogenation -- BIPI ligands -- naphthalenes -- peri position -- unfunctionalized olefins; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201201104
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: The modular nature of the BIPI ligands allows for systematic optimization of each ligand region. The development of ligands optimized for asymmetric hydrogenation of the challenging unfunctionalized olefin substrate class is described. The naphthyl peri position, C‐8, has been identified as a critical stereocontrol element in the design of these ligands. Highly enantioselective ligands suitable for hydrogenation of tri‐ and tetrasubstituted olefins are detailed. Abstract :