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Access to benzene-modified 2nd generation strigolactams and GR24 by merging C-H olefination with decarboxylative
Yuhua Ge1, Xingyue Chen, Yi Dong
1School of Chemistry and Chemical Engineering, Southeast University, Nanjing 211189, People's Republic of China. geyuhua@seu.edu.cn.
Abstract:
Herein, we reported an efficient and general synthetic route to assemble benzene-modified 2nd 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. 2nd generation strigolactam 15f derived from para-OMe phenylalanine showed superior bioactivity to the original unsubstituted 15b.
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