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Synthesis of Lactones via C−H Functionalization of Nonactivated C(sp ³ )−H Bonds

Richers, Johannes and Heilmann, Michael and Drees, Markus and Tiefenbacher, Konrad. (2016) Synthesis of Lactones via C−H Functionalization of Nonactivated C(sp ³ )−H Bonds. Organic Letters, 18 (24). pp. 6472-6475.

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Official URL: https://edoc.unibas.ch/94248/

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Abstract

An electron-deficient amide is utilized as a directing group to functionalize nonactivated C(sp 3 )-H bonds through radical 1,5-hydrogen abstraction. The γ-bromoamides formed are subsequently converted to γ-lactones under mild conditions. The method described is not limited to tertiary and secondary positions but also allows functionalization of primary nonactivated sp 3 -hybridized positions in a one-pot sequence. In addition, the broad functional group tolerance renders this method suitable for the late-stage introduction of γ-lactones into complex carbon frameworks.
Faculties and Departments:05 Faculty of Science > Departement Chemie > Chemie > Synthesis of Functional Modules (Tiefenbacher)
UniBasel Contributors:Tiefenbacher, Konrad
Item Type:Article, refereed
Article Subtype:Research Article
Publisher:American Chemical Society
ISSN:1523-7060
e-ISSN:1523-7052
Note:Publication type according to Uni Basel Research Database: Journal article
Language:English
Identification Number:
edoc DOI:
Last Modified:17 Apr 2023 07:11
Deposited On:17 Apr 2023 07:11

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