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Enantioselective addition of arylboronic acids to methyl 2-formylbenzoates by using a ruthenium/Me-BIPAM catalyst for synthesis of chiral 3-aryl-isobenzofuranones.
Org Biomol Chem. 2015 Nov 28; 13(44):10874-80.OB

Abstract

Ruthenium/Me-BIPAM-catalyzed asymmetric addition of arylboronic acids to methyl 2-formylbenzoates afforded chiral 3-aryl-isobenzofuranones. [RuCl2(p-cymene)]2/Me-BIPAM and RuCl2(PPh3)3/Me-BIPAM catalyst systems tolerate a variety of functional groups and give high yields with high enantioselectivities.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Yohda M
Graduate School of Chemical Sciences and Engineering, Hokkaido University, Sapporo 060-8628, Japan.
Yamamoto Y
No affiliation info available

MeSH

BenzoatesBoronic AcidsCatalysisCymenesFuransMethylationMonoterpenesRutheniumStereoisomerism

Pub Type(s)

Journal Article

Language

eng

PubMed ID

26366469

Citation

Yohda, Masaaki, and Yasunori Yamamoto. "Enantioselective Addition of Arylboronic Acids to Methyl 2-formylbenzoates By Using a ruthenium/Me-BIPAM Catalyst for Synthesis of Chiral 3-aryl-isobenzofuranones." Organic & Biomolecular Chemistry, vol. 13, no. 44, 2015, pp. 10874-80.
Yohda M, Yamamoto Y. Enantioselective addition of arylboronic acids to methyl 2-formylbenzoates by using a ruthenium/Me-BIPAM catalyst for synthesis of chiral 3-aryl-isobenzofuranones. Org Biomol Chem. 2015;13(44):10874-80.
Yohda, M., & Yamamoto, Y. (2015). Enantioselective addition of arylboronic acids to methyl 2-formylbenzoates by using a ruthenium/Me-BIPAM catalyst for synthesis of chiral 3-aryl-isobenzofuranones. Organic & Biomolecular Chemistry, 13(44), 10874-80. https://doi.org/10.1039/c5ob01661d
Yohda M, Yamamoto Y. Enantioselective Addition of Arylboronic Acids to Methyl 2-formylbenzoates By Using a ruthenium/Me-BIPAM Catalyst for Synthesis of Chiral 3-aryl-isobenzofuranones. Org Biomol Chem. 2015 Nov 28;13(44):10874-80. PubMed PMID: 26366469.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Enantioselective addition of arylboronic acids to methyl 2-formylbenzoates by using a ruthenium/Me-BIPAM catalyst for synthesis of chiral 3-aryl-isobenzofuranones. AU - Yohda,Masaaki, AU - Yamamoto,Yasunori, Y1 - 2015/09/14/ PY - 2015/9/15/entrez PY - 2015/9/15/pubmed PY - 2016/7/28/medline SP - 10874 EP - 80 JF - Organic & biomolecular chemistry JO - Org Biomol Chem VL - 13 IS - 44 N2 - Ruthenium/Me-BIPAM-catalyzed asymmetric addition of arylboronic acids to methyl 2-formylbenzoates afforded chiral 3-aryl-isobenzofuranones. [RuCl2(p-cymene)]2/Me-BIPAM and RuCl2(PPh3)3/Me-BIPAM catalyst systems tolerate a variety of functional groups and give high yields with high enantioselectivities. SN - 1477-0539 UR - https://www.unboundmedicine.com/medline/citation/26366469/Enantioselective_addition_of_arylboronic_acids_to_methyl_2_formylbenzoates_by_using_a_ruthenium/Me_BIPAM_catalyst_for_synthesis_of_chiral_3_aryl_isobenzofuranones_ DB - PRIME DP - Unbound Medicine ER -