Access to benzene-modified 2 generation strigolactams and GR24 by merging C-H olefination with decarboxylative Giese cyclization
Herein, we reported an efficient and general synthetic route to assemble benzene-modified 2 nd generation strigolactams and GR24. The key features of this synthesis include a palladium-catalyzed ortho -selective olefination of the commercially available substituted N -Boc phenylalanine and a decarbo...
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Veröffentlicht in: | Organic & biomolecular chemistry 2021-09, Vol.19 (33), p.7141-7146 |
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Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | Herein, we reported an efficient and general synthetic route to assemble benzene-modified 2
nd
generation strigolactams and GR24. The key features of this synthesis include a palladium-catalyzed
ortho
-selective olefination of the commercially available substituted
N
-Boc phenylalanine and a decarboxylative Giese radical cyclization. The bioactivities of these compounds to stimulate the seed germination of
Orobanche aegyptiaca
parasitic weed were also analysed. 2
nd
generation strigolactam
15f
derived from
para
-OMe phenylalanine showed superior bioactivity to the original unsubstituted
15b
.
Herein, we reported an efficient and general synthetic route to assemble benzene-modified 2
nd
generation strigolactams and GR24. The key features of this synthesis include a palladium-catalyzed
ortho
-selective olefination and a decarboxylative Giese radical cyclization. |
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ISSN: | 1477-0520 1477-0539 |
DOI: | 10.1039/d1ob01234g |