Paper
Potassium Organotrifluoroborates in Rhodium-Catalyzed Asymmetric 1,4-Additions to Enones
Published Nov 1, 2002 · Mathieu Pucheault, Sylvain Darses, J. Genêt
European Journal of Organic Chemistry
89
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Abstract
Potassium organotrifluoroborates, highly stable organoboron derivatives, participate in asymmetric 1,4-additions to enones. This reaction, catalyzed by cationic rhodium(I) complexes chelated with binap, MeO-biphep or josiphos ligand, affords 1,4-adducts with high yields and enantioselectivities of up to 99%. Careful study of the reaction parameters shows the high sensitivity of the reaction to temperature, solvent and the amount of water cosolvent. (© Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)
Potassium organotrifluoroborates catalyze asymmetric 1,4-additions to enones with high yields and enantioselectivities up to 99%, highlighting the high sensitivity of this reaction to temperature, solvent, and water cosolvent.
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