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Synthesis of solution-phase phosphoramidite and phosphite ligand libraries and their in situ screening in the rhodium-catalyzed asymmetric addition of arylboronic acids.
J Comb Chem. 2007 May-Jun; 9(3):407-14.JC

Abstract

Herein, we report the automated parallel synthesis of solution-phase libraries of phosphoramidite ligands for the development of enantioselective catalysts. The ligand libraries are screened in situ in the asymmetric rhodium-catalyzed addition of arylboronic acids to aldehydes and imines. It is shown that the described methodology results in the straightforward discovery of leads for highly efficient enantioselective catalysts.

Authors+Show Affiliations

Jagt RB
Department of Organic and Molecular Inorganic Chemistry, Stratingh Institute, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands.
Toullec PY
No affiliation info available
Schudde EP
No affiliation info available
de Vries JG
No affiliation info available
Feringa BL
No affiliation info available
Minnaard AJ
No affiliation info available

MeSH

Boronic AcidsCatalysisCombinatorial Chemistry TechniquesLigandsMolecular StructureOrganophosphorus CompoundsPhosphitesRhodiumSolutionsStereoisomerism

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

17430002

Citation

Jagt, Richard B C., et al. "Synthesis of Solution-phase Phosphoramidite and Phosphite Ligand Libraries and Their in Situ Screening in the Rhodium-catalyzed Asymmetric Addition of Arylboronic Acids." Journal of Combinatorial Chemistry, vol. 9, no. 3, 2007, pp. 407-14.
Jagt RB, Toullec PY, Schudde EP, et al. Synthesis of solution-phase phosphoramidite and phosphite ligand libraries and their in situ screening in the rhodium-catalyzed asymmetric addition of arylboronic acids. J Comb Chem. 2007;9(3):407-14.
Jagt, R. B., Toullec, P. Y., Schudde, E. P., de Vries, J. G., Feringa, B. L., & Minnaard, A. J. (2007). Synthesis of solution-phase phosphoramidite and phosphite ligand libraries and their in situ screening in the rhodium-catalyzed asymmetric addition of arylboronic acids. Journal of Combinatorial Chemistry, 9(3), 407-14.
Jagt RB, et al. Synthesis of Solution-phase Phosphoramidite and Phosphite Ligand Libraries and Their in Situ Screening in the Rhodium-catalyzed Asymmetric Addition of Arylboronic Acids. J Comb Chem. 2007 May-Jun;9(3):407-14. PubMed PMID: 17430002.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Synthesis of solution-phase phosphoramidite and phosphite ligand libraries and their in situ screening in the rhodium-catalyzed asymmetric addition of arylboronic acids. AU - Jagt,Richard B C, AU - Toullec,Patrick Y, AU - Schudde,Ebe P, AU - de Vries,Johannes G, AU - Feringa,Ben L, AU - Minnaard,Adriaan J, Y1 - 2007/04/13/ PY - 2007/4/14/pubmed PY - 2007/7/10/medline PY - 2007/4/14/entrez SP - 407 EP - 14 JF - Journal of combinatorial chemistry JO - J Comb Chem VL - 9 IS - 3 N2 - Herein, we report the automated parallel synthesis of solution-phase libraries of phosphoramidite ligands for the development of enantioselective catalysts. The ligand libraries are screened in situ in the asymmetric rhodium-catalyzed addition of arylboronic acids to aldehydes and imines. It is shown that the described methodology results in the straightforward discovery of leads for highly efficient enantioselective catalysts. SN - 1520-4766 UR - https://www.unboundmedicine.com/medline/citation/17430002/Synthesis_of_solution_phase_phosphoramidite_and_phosphite_ligand_libraries_and_their_in_situ_screening_in_the_rhodium_catalyzed_asymmetric_addition_of_arylboronic_acids_ L2 - https://doi.org/10.1021/cc060161k DB - PRIME DP - Unbound Medicine ER -