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Ru/Me-BIPAM-catalyzed asymmetric addition of arylboronic acids to aliphatic aldehydes and α-ketoesters.
Molecules. 2011 Jun 17; 16(6):5020-34.M

Abstract

A ruthenium-catalyzed asymmetric arylation of aliphatic aldehydes and α-ketoesters with arylboronic acids has been developed, giving chiral alkyl(aryl)methanols and α-hydroxy esters in good yields. The use of a chiral bidentate phosphoramidite ligand (Me-BIPAM) achieved excellent enantioselectivities.

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Authors+Show Affiliations

Yamamoto Y
Division of Chemical Process Engineering, Graduate School of Engineering, Hokkaido University, Kita 13 Nishi 8 Kita-ku, Sapporo, Japan. yasuyama@eng.hokudai.ac.jp
Shirai T
No affiliation info available
Watanabe M
No affiliation info available
Kurihara K
No affiliation info available
Miyaura N
No affiliation info available

MeSH

AldehydesBoronic AcidsCatalysisEstersKetonesLigandsOrganophosphorus CompoundsRuthenium

Pub Type(s)

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

Language

eng

PubMed ID

21694668

Citation

Yamamoto, Yasunori, et al. "Ru/Me-BIPAM-catalyzed Asymmetric Addition of Arylboronic Acids to Aliphatic Aldehydes and Α-ketoesters." Molecules (Basel, Switzerland), vol. 16, no. 6, 2011, pp. 5020-34.
Yamamoto Y, Shirai T, Watanabe M, et al. Ru/Me-BIPAM-catalyzed asymmetric addition of arylboronic acids to aliphatic aldehydes and α-ketoesters. Molecules. 2011;16(6):5020-34.
Yamamoto, Y., Shirai, T., Watanabe, M., Kurihara, K., & Miyaura, N. (2011). Ru/Me-BIPAM-catalyzed asymmetric addition of arylboronic acids to aliphatic aldehydes and α-ketoesters. Molecules (Basel, Switzerland), 16(6), 5020-34. https://doi.org/10.3390/molecules16065020
Yamamoto Y, et al. Ru/Me-BIPAM-catalyzed Asymmetric Addition of Arylboronic Acids to Aliphatic Aldehydes and Α-ketoesters. Molecules. 2011 Jun 17;16(6):5020-34. PubMed PMID: 21694668.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Ru/Me-BIPAM-catalyzed asymmetric addition of arylboronic acids to aliphatic aldehydes and α-ketoesters. AU - Yamamoto,Yasunori, AU - Shirai,Tomohiko, AU - Watanabe,Momoko, AU - Kurihara,Kazunori, AU - Miyaura,Norio, Y1 - 2011/06/17/ PY - 2011/05/31/received PY - 2011/06/13/revised PY - 2011/06/15/accepted PY - 2011/6/23/entrez PY - 2011/6/23/pubmed PY - 2011/9/16/medline SP - 5020 EP - 34 JF - Molecules (Basel, Switzerland) JO - Molecules VL - 16 IS - 6 N2 - A ruthenium-catalyzed asymmetric arylation of aliphatic aldehydes and α-ketoesters with arylboronic acids has been developed, giving chiral alkyl(aryl)methanols and α-hydroxy esters in good yields. The use of a chiral bidentate phosphoramidite ligand (Me-BIPAM) achieved excellent enantioselectivities. SN - 1420-3049 UR - https://www.unboundmedicine.com/medline/citation/21694668/Ru/Me_BIPAM_catalyzed_asymmetric_addition_of_arylboronic_acids_to_aliphatic_aldehydes_and_α_ketoesters_ L2 - https://www.mdpi.com/resolver?pii=molecules16065020 DB - PRIME DP - Unbound Medicine ER -