Enantioselective Baeyer-Villiger oxidation catalyzed by palladium(II) complexes with chiral P,N-ligands

Malkov, A. V., Friscourt, F., Bell, M., Swarbrick, M. E. and Kocovsky, P. (2008) Enantioselective Baeyer-Villiger oxidation catalyzed by palladium(II) complexes with chiral P,N-ligands. Journal of Organic Chemistry, 73(11), pp. 3996-4003. (doi: 10.1021/jo800246g)

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Abstract

Asymmetric Baeyer-Villiger reaction of symmetrical cyclobutanones 1a-j with urea-hydrogen peroxide (UHP) can be catalyzed by a complex of Pd(II) and the new terpene-derived P,N-ligand 7. The resulting lactones 2a-j were obtained in high yields and with good enantioselectivity (<= 81% ee).

Item Type:Articles
Keywords:ALLYLIC SUBSTITUTION ASYMMETRIC ALLYLATION Chiral COMPLEX COMPLEXES CYCLIC-KETONES GAMMA-BUTYROLACTONES HYDROGEN-PEROXIDE lactone LIGANDS MOLECULAR-OXYGEN N-OXIDES OXIDATION PROCHIRAL CYCLOBUTANONES STEREOSELECTIVE-SYNTHESIS
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Malkov, Dr Andrei and Kocovsky, Professor Pavel
Authors: Malkov, A. V., Friscourt, F., Bell, M., Swarbrick, M. E., and Kocovsky, P.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Journal of Organic Chemistry
ISSN:0022-3263

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