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chemical degradation and chiral HPLC1717 Teruya, T.; Sasaki, H.; Fukazawa, H.; Suenega, K.; Org. Lett. 2009, 11, 5052.
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synthesis and comparison of OR and NMR data1818 Gao, X.; Liu, Y.; Kwong, S.; Xu, Z.; Ye, T.; Org. Lett. 2010, 12, 3018.
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exciton chirality CD19
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synthesis and comparison of OR and NMR data20
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NMR and ECD analysis2121 Grkovic, T.; Blees, J. S.; Colburn, N. H.; Schmid, T.; Thomas, C. L.; Henrich, C. J.; McMahon, J. B.; Gustafson, K. R.; J. Nat. Prod. 2011, 74, 1015.
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synthesis and Mosher and NMR analyses2222 Wang, Y.; O’Doherty, G. A.; J. Am. Chem. Soc. 2013, 135, 9334.
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2D NMR2323 Abdel-Mageed, W. M.; Ebel, R.; Valeriote, F. A.; Jaspars, M.; Tetrahedron 2010, 66, 2855.
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computation, total synthesis, and comparison of OR and NMR data2424 Holmes, M. T.; Britton R.; Chem.- Eur. J. 2013, 19, 12649; Shepherd, D. J.; Broadwith, P. A.; Dyson, B. S.; Paton, R. S.; Burton, J. W.; Chem.- Eur. J. 2013, 19, 12644.
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NMR2525 Yazawa, H.; Imai, H.; Suzuki, K.; Kadota, S.; Saito, T.; U.S. Patent 4,912,215 1990; Imai, Y.; Yazawa, S.; Saito, T.; Japanese Patent JP01168671 1989; Imai, Y.; Yazawa, S.; Suzuki, K.; Yamaguchi, Y.; Shibazaki, M.; Saito, T.; Japanese Patent JP01106884 1989.
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synthesis, comparison of OR and NMR data and X-ray crystal data2626 Yang, S.; Xi, Y.; Zhu, R.; Wang, L.; Chen, J.; Yang, Z.; Org. Lett. 2013, 15, 812.
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NMR, HRESIMS, and calculated ECD data2727 Wu, Q.-X.; Crews, M. S.; Draskovic, M.; Sohn, J.; Johnson, T. A.; Tenney, K.; Valeriote, F. A.; Yao, X.-J.; Bjeldanes, L. F.; Crews, P.; Org. Lett. 2010, 12, 4458.
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synthesis, X-ray crystal data and comparison of OR and NMR data2828 Zhao, J.-C.; Yu, S.-M.; Liu, Y.; Yao, Z.-J.; Org. Lett. 2013, 15, 4300; Zhao, J.-C.; Yu, S.-M.; Qiu, H.-B.; Yao, Z.-J.; Tetrahedron 2014, 70, 3197.
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degradation/derivatization experiments, modified Mosher and PGME analysis2929 Salomon, C. E.; Williams, D. H.; Lobkovsky, E.; Clardy, J. C.; Faulkner, J.; Org. Lett. 2002, 4, 1699.
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synthesis, NMR data, modified Mosher and PGME analyses3030 Fuwa, H.; Muto, T.; Sekine, K.; Sasaki, M.; Chem. - Eur. J. 2014, 20, 1848; Zhang, F.-M.; Tu, Y.-Q.; Tetrahedron Lett. 2014, 55, 3784.
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ECD3131 Tokhtabaeva, G. M.; Sheichenko, V. I.; Yartseva, I. V.; Tolkachev, O. N.; Khim. Prir. Soedin. 1987, 23, 727.
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synthesis, X-ray crystal data and comparison of NMR, OR and ECD data3232 Beaulieu, M.; Ottenwaelder, X.; Canesi, S.; Chem.- Eur. J. 2014, 20, 7581.
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NMR and comparison with analogues3333 Luesch, H.; Yoshida, W. Y.; Harrigan, G. G.; Doom, J. P.; Moore, R. E.; Paul, V. J.; J. Nat. Prod. 2002, 65, 1945.
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synthesis and comparison of OR and NMR data3434 Fuwa, H.; Okuaki, Y.; Yamagata, N.; Sasaki, M.; Angew. Chem., Int. Ed. 2015, 54, 868.
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exciton chirality CD method3535 Liu, Y.; Kubo, M.; Fukuyama, Y.; J. Nat. Prod. 2012, 75, 2152.
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synthesis and comparison of OR and NMR data3636 Lan, P.; Banwell, M. G.; Ward, J. S.; Willis, A. C.; Org. Lett. 2014, 16, 228.
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comparison of OR with analogues3737 Woo, K. W.; Moon, E.; Kwon, O. W.; Lee, S. O.; Kim, S. Y.; Choi, S. Z.; Son, M. W.; Lee, K. R.; Bioorg. Med. Chem. Lett. 2013, 23, 3806.
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synthesis and comparison of OR and NMR data3838 Yadav, J. S.; Singh, V. K.; Thirupathaiah, B.; Bal Reddy, A.; Tetrahedron Lett. 2014, 55, 4427.
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hydrolysis and chiral GC-MS analysis and ROESY data3939 Sikorska, J.; Hau, A. M.; Anklin, C.; Parker-Nance, S.; Davies-Coleman, M. T.; Ishmael, J. E.; McPhail, K. L.; J. Org. Chem. 2012, 77, 6066.
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synthesis and comparison of OR and NMR data4040 Lei, H.; Yan, J.; Yu, J.; Liu, Y.; Wang, Z.; Xu, Z.; Ye, T.; Angew. Chem., Int. Ed. 2014, 53, 6533; Willwacher, J.; Heggen, B.; Thiel, C. W.; Fìrstner, A.; Chem. - Eur. J. 2015, 21, 10416.
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comparison with analogous compound4141 Liu, Y.; Hu, Z.; Lin, X.; Lu, C.; Shen, Y.; Nat. Prod. Res. 2013, 27, 2100.
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synthesis and comparison of OR and NMR data4242 Yadav, J. S.; Dutta, P.; Ganganna, B.; Srinivas, E.; Eur. J. Org. Chem. 2015, 2015, 6891.
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NMR4343 Matthew, S.; Salvador, L. A.; Schupp, P. J.; Paul, V. J.; Luesch, H.; J. Nat. Prod. 2010, 73, 1544.
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synthesis and comparison of NMR data4444 Chang, C.; Stefan, E.; Taylor, R. E.; Chem. - Eur. J. 2015, 21, 10681.
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Marfey's and dansylation analyses4545 Ueoka, R.; Ise, Y.; Ohtsuka, S.; Okada, S.; Yamori, T.; Matsunaga, S.; J. Am. Chem. Soc. 2010, 132, 17692.
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synthesis and Marfey's analyses4646 Kuranaga, T.; Mutoh, H.; Mutoh, H.; Sesoko, Y.; Gotto, T.; Matsunaga, S.; Inoue, M.; J. Am. Chem. Soc. 2015, 137, 9443.
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hydrolysis, chiral HPLC analysis, and modified Mosher analysis4747 Iwasaki, A.; Ohno, O.; Sumimoto, S.; Suda, S.; Suenaga, K.; Tetrahedron Lett. 2014, 55, 4126.
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synthesis and comparison of NMR data4848 Takayanagi, A.; Iwasaki, A.; Suenaga, K.; Tetrahedron Lett. 2015, 56, 4947.
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NMR4949 Yan, X.-H.; Gavagnin, M.; Cimino, G.; Guo, Y.-W.; Tetrahedron Lett. 2007, 48, 5313.
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synthesis and comparison of OR and NMR data5050 Takamura, H.; Kikuchi, T.; Endo, N.; Fukuda, Y.; Kadota, I.; Org. Lett. 2016, 18, 2110.
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degradation studies5151 Haenni, A. L.; Robert, M.; Vetter, W.; Roux, L.; Barbier, M.; Lederer, E.; Helv. Chim. Acta 1965, 48, 78.
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synthesis and comparison of OR and NMR data5252 Liao, D.; Yang, S.; Wang, J.; Zhang, J.; Hong, B.; Wu, F.; Lei, X.; Angew. Chem., Int. Ed. 2016, 55, 429.
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biosynthetic considerations, hydrolysis and chiral HPLC analysis5353 Matthew, S.; Schupp, P. J.; Luesch, H.; J. Nat. Prod. 2008, 71, 1113.
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synthesis and comparison of NMR data5454 Wu, P.; Cai, W.; Chen, Q.-Y.; Xu, S.; Yin, R.; Li, Y.; Zhang, W.; Luesch, H.; Org. Lett. 2016, 18, 5400.
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modified Mosher analysis and ECD calculations5555 Koyama, K.; Hirasawa, Y.; Nugroho, A. E.; Kaneda, T.; Hoe, T. C.; Chan, K.-L.; Morita, H.; Tetrahedron 2012, 68, 1502.
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synthesis and comparison of NMR and OR data5656 Yu, K.; Gao, B.; Liu, Z.; Ding, H.; Chem. Commun. 2016, 52, 4485.
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ECD and chemical reactions5757 Takahashi, M.; Koyama, K.; Natori, S.; Chem. Pharm. Bull. 1990, 38, 625.
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synthesis and comparison of ECD and NMR data5858 Makrerougras, M.; Coffinier, R.; Oger, S.; Chevalier, A.; Sabot, C.; Franck, X.; Org. Lett. 2017, 19, 4146.
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ECD calculations5959 Kesting, J. R.; Olsen, L.; Staerk, D.; Tejesvi, M. V.; Kini, K. R.; Prakash, H. S.; Jaroszewski, J. W.; J. Nat. Prod. 2011, 74, 2206.
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synthesis, comparison of ECD, and X-ray crystal data6060 Badrinarayanan, S.; Squire, C. J.; Sperry, J.; Brimble, M. A.; Org. Lett. 2017, 19, 3414.
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Mosher analysis6161 Yasuda, T.; Araki, A.; Kubota, T.; Ito, J.; Mikami, Y.; Fromont, J.; Kobayashi, J.; J. Nat. Prod. 2009, 72, 488.
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synthesis, comparison of OR and NMR data6262 van Rensburg, M.; Copp, B.; Barker, D.; Eur. J. Org. Chem. 2018, 2018, 3065.
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NMR and X-ray crystal data6363 Anjaneyulu, A. S. R.; Venugopal, M. J. R. V.; Sarada, P.; Rae, C. V.; Clardy, J.; Lobkovsky, E.; Tetrahedron Lett. 1998, 39, 135.
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synthesis and comparison of OR and NMR data6464 Nannini, L. J.; Nemat, S. J.; Carreira, E. M.; Angew. Chem., Int. Ed. 2018, 57, 823.
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OR6565 Wang, H.; Gloer, J. B.; Wicklow, D. T.; Dowd, P. F.; J. Nat. Prod. 1998, 61, 804.
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synthesis, analysis of NMR data and ECD calculations6666 Shiomi, S.; Wada, K.; Umeda, Y.; Kato, H.; Tsukamoto, S.; Ishikawa, H.; Bioorg. Med. Chem. Lett. 2018, 28, 2766.
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2D NMR and comparison with analogues6767 Kashiwabara, M.; Kamo, T.; Makabe, H.; Shibata, H.; Hirota, M.; Biosci., Biotechnol., Biochem. 2006, 70, 1502.
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synthesis and comparison of NMR and OR data6868 Ferrer, S.; Echavarren, A. M.; Org. Lett. 2018, 20, 5784.
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NMR6969 Lu, C.; Li, J.-M.; Qi, H.; Zhang, H.; Zhang, J.; Xiang, W.-S.; Wang, J.-D.; Wang, X.-J.; J. Antibiot. 2018, 71, 397.
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synthesis and comparison of NMR data7070 Yao, Y.; Cai, L.; Seiple, I. B.; Angew. Chem., Int. Ed. 2018, 57, 13551.
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hydrolysis and chiral HPLC analysis and comparison of OR and NMR data7171 McPhail, K. L.; Correa, J.; Linigton, R. G.; González, J.; Ortega-Barría, E.; Cpson, T. L.; Gerwick, W. H.; J. Nat. Prod. 2007, 70, 984.
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synthesis and comparison of OR and NMR data7272 Ye, B.; Jiang, P.; Zhang, T.; Sun, Y.; Hao, X.; Cui, Y.; Wang, L.; Chen, Y.; Mar. Drugs 2018, 16, 338.
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X-ray crystal data and modified Mosher analysis7373 Nie, L.-Y.; Qin, J.-J.; Huang, Y.; Yan, L.; Liu, Y.-B.; Pan, Y.-X.; Jin, H.-Z.; Zhang, W.-D.; J. Nat. Prod. 2010, 73, 1117.
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synthesis and comparison of OR and NMR data7474 Reber, K. P.; Gilbert, I. W.; Strassfeld, D. A.; Sorensen, E. J.; J. Org. Chem. 2019, 84, 5524.
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modified Mosher analysis and Murata's J-based configurational analysis7575 Ciminiello, P.; Dell’Aversano, C.; Fattorusso, E.; Forino, M.; Magno, S.; Di Rosa, M.; Ianaro, A.; Poletti, R.; J. Am. Chem. Soc. 2002, 124, 13114.
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synthesis and NMR analysis7676 Sondermann, P.; Carreira, E. M.; J. Am. Chem. Soc. 2019, 141, 10510.
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ECD7777 Wang, G.; Wang, Y.; Li, Q.; Liang, J.; Zhang, X.; Yao, X.; Ye, W.; Helv. Chim. Acta 2008, 91, 1124.
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synthesis and comparison of OR and NMR data7878 Antien, K.; Lacambra, A.; Cossío, F. P.; Massip, S.; Deffieux, D.; Pouységu, L.; Peixoto, A. P.; Quideau, S.; Chem. - Eur. J. 2019, 25, 11574.
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biosynthetic considerations7979 Quin, S.; Liang, J.; Guo, Y.; Helv. Chim. Acta 2009, 92, 399.
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synthesis and comparison of OR and NMR data7878 Antien, K.; Lacambra, A.; Cossío, F. P.; Massip, S.; Deffieux, D.; Pouységu, L.; Peixoto, A. P.; Quideau, S.; Chem. - Eur. J. 2019, 25, 11574.
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ECD calculations8080 He, F.; Nakamura, H.; Hoshino, S.; Chin, J. S. F.; Yang, L.; Zhang, H.; Hayashi, F.; Abe, I.; J. Nat. Prod. 2018, 81, 1493.
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synthesis and comparison of OR and NMR data8181 Childress, E. S.; Garrison, A. T.; Sheldon, J. R.; Skaar, E. P.; Lindsley, C. W.; J. Org. Chem. 2019, 84, 6459.
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variable temperature Mosher analysis8282 Williamson, R. T.; Boulanger, A.; Vulpanovici, A.; Roberts, M. A.; Gerwick, W. H.; J. Org. Chem. 2002, 67, 7927.
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synthesis and comparison of NMR data8383 Lam, N. Y. S.; Muir, G.; Challa, V. R.; Britton, R.; Paterson, I.; Chem. Commun. 2019, 55, 9717.
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ECD calculations8484 Xu, L.; Wu, P.; Xue, J.; Molnar, I.; We, X.; J. Nat. Prod. 2017, 80, 2215.
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synthesis and comparison of OR and NMR data8585 Mallampudi, N. A.; Srinivas, B.; Reddy, J. G.; Mohapatra, D. K.; Org. Lett. 2019, 21, 5952.
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hydrolysis and Mosher analysis8686 Singh, S. B.; Zink, D. L.; Doss, G. A.; Polishook, J. D.; Ruby, C.; Register, E.; Kelly, T. M.; Bonfiglio, C.; Williamson, J. M.; Kelly, R.; Org. Lett. 2004, 6, 337.
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synthesis and comparison of OR and NMR data8787 Chen, Z.; Robertson, A.; White, J. M.; Rizzacasa, M. A.; Org. Lett. 2019, 21, 9663.
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chaunopyran A s8888 Anke, H.; Kemmer, T.; Höfle, G.; J. Antibiot. 1981, 34, 923; Thines, E.; Anke, H.; Sterner, O.; J. Nat. Prod. 1998, 61, 306.
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synthesis and comparison of OR data, ECD calculations and X-ray crystal data8989 Pyser, J. B.; Dockrey, S. A. B.; Benítez, A. R.; Joyce, L. A.; Wiscons, R. A.; Smith, J. L.; Narayan, A. R. H.; J. Am. Chem. Soc. 2019, 141, 18551.
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ECD9090 Zhang, L.-J.; Bi, D.-W.; Hu, J.; Mu, W.-H.; Li, Y.-P.; Xia, G.-H.; Yang, L.; Li, X.-N.; Liang, X.-S.; Wang, L.-Q.; Org. Lett. 2017, 19, 4315.
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synthesis and biosynthetic considerations9191 Timmerman, J.; Sims, N.; Wood, J.; J. Am. Chem. Soc. 2019, 141, 10082.
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NMR and X-ray crystal data9292 Adelin, E.; Servy, C.; Martin, M. T.; Arcile, G.; Iorga, B. I.; Retailleau, P.; Bonfill, M.; Ouazzani, J.; Phytochemistry 2014, 97, 55.
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synthesis, comparison of NMR data, and X-ray crystal data9393 Hönig, M.; Carreira, E. M.; Angew. Chem., Int. Ed. 2020, 59, 1192.
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hydrolysis and chiral HPLC analysis and NMR data9494 Ye, Y.; Ozaki, T.; Umemura, M.; Liu, C.; Minami, A.; Oikawa, H.; Org. Biomol. Chem. 2019, 17, 39.
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synthesis and comparison of NMR data9595 Shabani, S.; White, J. M.; Hutton, C. A.; Org. Lett. 2020, 22, 7730.
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comparison of OR with analogue9696 Shang, Z. X.; Salim, A. A.; Capon, R. J.; J. Nat. Prod. 2017, 80, 1167.
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synthesis and comparison of OR and NMR data9797 Ogawa, N.; Mamada, S.; Hama, T.; Koshino, H.; Takahashi, S.; J. Nat. Prod. 2020, 83, 2537.
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NMR, hydrolysis, HPLC analysis and chemical derivatization experiments9898 Ishida, K.; Murakami, M.; J. Org. Chem. 2000, 65, 5898.
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synthesis, hydrolysis and Marfey's analysis9999 Kuranaga, T.; Matsuda, K.; Takaoka, M.; Tachikawa, C.; Sano, A.; Itoh, K.; Enomoto, A.; Fujita, K.; Abe, I.; Wakimoto, T.; ChemBioChem 2020, 21, 3329.
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enzimatic transformation and NMR100100 Rabe, P.; Rinkel, J.; Dolja, E.; Schmitz, T.; Nubbemeyer, B.; Luu, T. H.; Dickschat, J. S.; Angew. Chem., Int. Ed. 2017, 56, 2776.
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synthesis, computational investigations and NMR data101101 Chi, H. M.; Cole, C. J. F.; Hu, P.; Taylor, C. A.; Sny, S. A.; Chem. Sci. 2020, 11, 10939.
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