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Church, Tamara
Publications (3 of 3) Show all publications
Byrne, C., Church, T., Kramer, J. & Coates, G. (2008). Catalytic Synthesis of B3-Amino Acid Derivatives from a-Amino Acids***. Angew. Chem. Int. Ed. (47), 3979-3983
Open this publication in new window or tab >>Catalytic Synthesis of B3-Amino Acid Derivatives from a-Amino Acids***
2008 (English)In: Angew. Chem. Int. Ed., no 47, p. 3979-3983Article in journal (Refereed) Published
National Category
Organic Chemistry
Identifiers
urn:nbn:se:uu:diva-16292 (URN)doi:10.1002/anie.200705310 (DOI)
Available from: 2008-05-15 Created: 2008-05-15 Last updated: 2011-01-11
Cheruku, P., Church, T. & Andersson, P. (2008). Phosphine-Free Cp*Ru(Diamine) Catalysts in the Hydrogenation of Imines. Chemistry - An Asian Journal, 3(8-9), 1390-1394
Open this publication in new window or tab >>Phosphine-Free Cp*Ru(Diamine) Catalysts in the Hydrogenation of Imines
2008 (English)In: Chemistry - An Asian Journal, ISSN (Print)1861-4728.(Online)1861-471X, Vol. 3, no 8-9, p. 1390-1394Article in journal (Refereed) Published
Abstract [en]

We previously reported the phosphine-free Cp*Ru(diamine)-catalyzed hydrogenation of aryl methyl ketones. Herein we present the first report of ruthenium-diamine-catalyzed imine hydrogenation to form amines. The most effective catalyst, I/KOtBu, completely converted several imines to amines at room temperature. The effect of electron-donating and -with- drawing groups on the reaction was investigated using a suitable series of substrates. The asymmetric version of the reaction was studied for two substrates, and the chiral amine products could be obtained in moderate enantiomeric excess.

Keywords
diamine ligands, hydrogenations, imines, ruthenium
National Category
Chemical Sciences
Identifiers
urn:nbn:se:uu:diva-17848 (URN)10.1002/asia.200800182 (DOI)000259119400020 ()
Available from: 2008-09-05 Created: 2008-09-05 Last updated: 2010-06-07Bibliographically approved
Church, T., Byrne, C. M., Lobkovsky, E. B. & Coates, G. W. (2007). A New Multicomponent Reaction Catalyzed by a [Lewis Acid]+[Co(CO)4]- Catalyst:  Stereospecific Synthesis of 1,3-Oxazinane-2,4-diones from Epoxides, Isocyanates, and CO. Journal of the American Chemical Society, 129(26), 8156-8162
Open this publication in new window or tab >>A New Multicomponent Reaction Catalyzed by a [Lewis Acid]+[Co(CO)4]- Catalyst:  Stereospecific Synthesis of 1,3-Oxazinane-2,4-diones from Epoxides, Isocyanates, and CO
2007 (English)In: Journal of the American Chemical Society, ISSN 0002-7863, E-ISSN 1520-5126, Vol. 129, no 26, p. 8156-8162Article in journal (Refereed) Published
Abstract [en]

The use of mechanistic information to develop a new, catalytic multicomponent reaction is described. The complex [(salph)Al(THF)2+[co(CO)4]-(1, salph = N,N-o-phenylenebis(3,5-di-tert-butylsalicylideneimine), THF = tetrahydrofuran), wich is known to carbonylate epoxides, aziridines, and B-lactones, was used to catalyze the synthesis of 1,3-oxazinane-2,4-diones from epoxides, isocyanates, and CO. Under optimized conditions, the reaction was both selective and high-yielding. 1,3-Oxazinane-2,4-diones were synthesized from a variety of epoxides and isocyanates, including some epoxides that do not undergo simple ring-expansion carbonylation. The best results were obtained using highly electrophilic isocyanates. The mechanism of the multicomponent reaction was investigated using labeling and stereochemsitry, and the data obtained were consistent with the 1-catalyzed formation of B-lactone and 1,3-oxazinane-2,4-dione from a common intermediate.

National Category
Chemical Sciences
Identifiers
urn:nbn:se:uu:diva-11241 (URN)10.1021/ja069065d (DOI)
Available from: 2007-06-28 Created: 2007-06-28 Last updated: 2017-12-11Bibliographically approved
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