Tags

Type your tag names separated by a space and hit enter

Asymmetric synthesis of isoindolones by chiral cyclopentadienyl-rhodium(III)-catalyzed C-H functionalizations.
Angew Chem Int Ed Engl. 2014 Jul 21; 53(30):7896-9.AC

Abstract

Directed Cp*Rh(III)-catalyzed carbon-hydrogen (C-H) bond functionalizations have evolved as a powerful strategy for the construction of heterocycles. Despite their high value, the development of related asymmetric reactions is largely lagging behind due to a limited availability of robust and tunable chiral cyclopentadienyl ligands. Rhodium complexes comprising a chiral Cp ligand with an atropchiral biaryl backbone enables an asymmetric synthesis of isoindolones from arylhydroxamates and weakly alkyl donor/acceptor diazo derivatives as one-carbon component under mild conditions. The complex guides the substrates with a high double facial selectivity yielding the chiral isoindolones in good yields and excellent enantioselectivities.

Authors+Show Affiliations

Laboratory of Asymmetric Catalysis and Synthesis, EPFL SB ISIC LCSA, BCH 4305, 1015 Lausanne (Switzerland) http://isic.epfl.ch/lcsa.No affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

24916401

Citation

Ye, Baihua, and Nicolai Cramer. "Asymmetric Synthesis of Isoindolones By Chiral cyclopentadienyl-rhodium(III)-catalyzed C-H Functionalizations." Angewandte Chemie (International Ed. in English), vol. 53, no. 30, 2014, pp. 7896-9.
Ye B, Cramer N. Asymmetric synthesis of isoindolones by chiral cyclopentadienyl-rhodium(III)-catalyzed C-H functionalizations. Angew Chem Int Ed Engl. 2014;53(30):7896-9.
Ye, B., & Cramer, N. (2014). Asymmetric synthesis of isoindolones by chiral cyclopentadienyl-rhodium(III)-catalyzed C-H functionalizations. Angewandte Chemie (International Ed. in English), 53(30), 7896-9. https://doi.org/10.1002/anie.201404895
Ye B, Cramer N. Asymmetric Synthesis of Isoindolones By Chiral cyclopentadienyl-rhodium(III)-catalyzed C-H Functionalizations. Angew Chem Int Ed Engl. 2014 Jul 21;53(30):7896-9. PubMed PMID: 24916401.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Asymmetric synthesis of isoindolones by chiral cyclopentadienyl-rhodium(III)-catalyzed C-H functionalizations. AU - Ye,Baihua, AU - Cramer,Nicolai, Y1 - 2014/06/10/ PY - 2014/05/02/received PY - 2014/6/12/entrez PY - 2014/6/12/pubmed PY - 2014/6/12/medline KW - CH activation KW - asymmetric catalysis KW - cyclopentadienyl ligand KW - diazo ester KW - rhodium SP - 7896 EP - 9 JF - Angewandte Chemie (International ed. in English) JO - Angew Chem Int Ed Engl VL - 53 IS - 30 N2 - Directed Cp*Rh(III)-catalyzed carbon-hydrogen (C-H) bond functionalizations have evolved as a powerful strategy for the construction of heterocycles. Despite their high value, the development of related asymmetric reactions is largely lagging behind due to a limited availability of robust and tunable chiral cyclopentadienyl ligands. Rhodium complexes comprising a chiral Cp ligand with an atropchiral biaryl backbone enables an asymmetric synthesis of isoindolones from arylhydroxamates and weakly alkyl donor/acceptor diazo derivatives as one-carbon component under mild conditions. The complex guides the substrates with a high double facial selectivity yielding the chiral isoindolones in good yields and excellent enantioselectivities. SN - 1521-3773 UR - https://www.unboundmedicine.com/medline/citation/24916401/Asymmetric_synthesis_of_isoindolones_by_chiral_cyclopentadienyl_rhodium_III__catalyzed_C_H_functionalizations_ DB - PRIME DP - Unbound Medicine ER -
Try the Free App:
Prime PubMed app for iOS iPhone iPad
Prime PubMed app for Android
Prime PubMed is provided
free to individuals by:
Unbound Medicine.