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) |
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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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