1259070-74-0Relevant articles and documents
Highly diastereoselective and enantioselective olefin cyclopropanation using engineered myoglobin-based catalysts
Bordeaux, Melanie,Tyagi, Vikas,Fasan, Rudi
, p. 1744 - 1748 (2015)
Using rational design, an engineered myoglobinbased catalyst capable of catalyzing the cyclopropanation of aryl-substituted olefins with catalytic proficiency (up to 46800 turnovers) and excellent diastereo- and enantioselectivity (98-99.9%) was developed. This transformation could be carried out in the presence of up to 20 gL-1 olefin substrate with no loss in diastereo- and/or enantioselectivity. Mutagenesis and mechanistic studies support a cyclopropanation mechanism mediated by an electrophilic, heme-bound carbene species and a model is provided to rationalize the stereopreference of the protein catalyst. This work shows that myoglobin constitutes a promising and robust scaffold for the development of biocatalysts with carbene-transfer reactivity.
Asymmetric inter- and intramolecular cyclopropanation reactions catalyzed by a reusable macroporous-polymer-supported chiral ruthenium(II)/phenyloxazoline complex
Abu-Elfotoh, Abdel-Moneim,Phomkeona, Kesiny,Shibatomi, Kazutaka,Iwasa, Seiji
supporting information; experimental part, p. 8439 - 8443 (2011/01/05)
Along came poly: A novel macroporous polymer-supported chiral Ru II/pheox catalyst (1, see SEM image) afforded excellent reactivity and enantioselectivity in inter- and intramolecular cyclopropanation reactions with a broad range of substrates. The catalyst showed no leaching and could be reused up to 11-times, even after storage.
