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P-Chiral monodentate diamidophosphites as ligands for Rh-catalyzed asymmetric reactions

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Abstract

A series of P-chiral monodentate diamidophosphite ligands of the 1,3-diaza-2-phosphabicyclo[3.3.0]octane family was tested in the Rh-catalyzed hydrogenation of dimethyl itaconate and addition of phenylboronic acid at the carbonyl group of trans-cinnamaldehyde. The enantioselectivities and conversions of these reactions are strongly dependent on the nature of the exo-cyclic substituent of the ligand.

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Correspondence to S. E. Lyubimov.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2023–2025, October, 2007.

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Lyubimov, S.E., Davankov, V.A., Petrovskii, P.V. et al. P-Chiral monodentate diamidophosphites as ligands for Rh-catalyzed asymmetric reactions. Russ Chem Bull 56, 2094–2096 (2007). https://doi.org/10.1007/s11172-007-0326-3

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  • DOI: https://doi.org/10.1007/s11172-007-0326-3

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