Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 49, 2019 - Issue 22
240
Views
2
CrossRef citations to date
0
Altmetric
Original Article

Toward the synthesis of macrolide aspergillide D

, &
Pages 3191-3197 | Received 15 Jul 2019, Published online: 05 Sep 2019

References

  • (a) Kito, K.; Ookura, R.; Yoshida, S.; Namikoshi, M.; Ooi, T.; Kusumi, T. Org. Lett. 2008, 10, 225–228. DOI: 10.1021/ol702598q. (b) Liu, S.; Dai, H.; Makhloufi, G.; Heering, C.; Janiak, C.; Hartmann, R.; Mándi, A.; Kurtán, T.; Müller, W. E. G.; Kassack, M. U. et al. J. Nat. Prod. 2016, 79, 2332–2340. DOI: 10.1021/acs.jnatprod.6b00473.
  • (a) Suzuki, M.; Takamaki, T.; Miyagawa, K.-I.; Ono, H.; Higashide, E.; Uchida, M. Agric. Biol. Chem. 1979, 4. 1331–1336. DOI: 10.1080/00021369.1979.10863610. (b) Ditrich, K.; Bube, T.; Sturmer, R.; Hoffmann, R. W. Angew. Chem., Int. Ed. Engl. 1986, 25, 1028–1030; DOI: 10.1002/anie.198610281. (c) Franco, C. M. M.; Gandhi, J. N.; Chatterjee, S.; Ganguli, B. N. J. Antibiot. 1987, 40, 1361–1367. DOI: 10.7164/antibiotics.40.1361. (d) Park, J. S.; Yang, H. O.; Kwon, H. C. J. Antibiot. 2009, 62, 171–175. DOI: 10.1038/ja.2009.6.
  • Bao, J.; Xu, X. Y.; Zhang, X. Y.; Qi, S. H. Nat. Prod. Commun. 2013, 8, 1127–1128.
  • Bignanshu, K. J.; Reddy, G. S.; Mohapatra, D. K. Org. Biomol. Chem. 2017, 15, 1863. DOI: 10.1039/C6OB02435A.
  • Talakokkula, A.; Baikadi, K.; Narsaiah, A. V. Arkivoc. 2019, part v, 307–318. DOI: 10.24820/ark.5550190.p010.939.
  • (a) Sabitha, G.; Reddy, D. V.; Rao, A. S.; Yadav, J. S. Tetrahedr. Lett. 2010, 51, 4195–4198. DOI: 10.1016/j.tetlet.2010.06.013. (b) Reddy, Y.; Sabitha, G. ChemistrySelect. 2016, 1, 2156–2158. DOI: 10.1002/slct.201600512. (c) Reddy, K. S. N.; Sabitha, G. Tetrahedr. Lett. 2017, 58, 1198–1201; DOI: 10.1016/j.tetlet.2017.02.019. (d) AnkiReddy, P.; AnkiReddy, S.; Sabitha, G. ChemistrySelect. 2017, 2, 1032–1036. DOI: 10.1002/slct.201601076.
  • Chavan, S. P.; Harale, K. R. Tetrahedr. Lett 2012, 53, 4683–4686. DOI: 10.1016/j.tetlet.2012.06.084.
  • Corey, E. J.; Suggs, J. W. Tetrahedr. Lett. 1975, 16, 2647–2650. DOI: 10.1016/S0040-4039(00)75204-X.
  • (a) Martin, V. S.; Woodard, S. S.; Katsuki, T.; Yamada, Y.; Ikeda, M.; Sharpless, K. B. J. Am. Chem. Soc. 1981, 103, 6237–6240. DOI: 10.1021/ja00410a053. (b) Kitano, Y.; Matsumoto, T.; Sato, F. Tetrahedron. 1988, 44, 4073–4086. DOI: 10.1016/S0040-4020(01)86657-6.
  • (a) Oikawa, Y.; Yoshioka, T.; Yonemitsu, O. Tetrahedr. Lett. 1982, 23, 885–888. DOI: 10.1016/S0040-4039(00)86974-9. (b) Horita, K.; Yoshioka, T.; Tanaka, T.; Oikawa, Y.; Yonemitsu, O. Tetrahedron. 1986, 42, 3021–3028. DOI: 10.1016/S0040-4020(01)90593-9.
  • More, J. D.; Finney, N. S. Org. Lett. 2002, 4, 3001–3003. DOI: 10.1021/ol026427n.
  • (a) Mitsunobu, O. Synthesis. 1981, 1981, 1–28. DOI: 10.1055/s-1981-29317. (b) Swamy, K. C. K.; Kumar, N. N. B.; Balaraman, E.; Kumar, K. V. P. P. Chem. Rev. 2009, 109, 2551–2651. DOI: 10.1021/cr800278z. (c) Doran, R.; Guiry, P. J. Synthesis. 2014, 46, 0761–0770.
  • Alcaraz, L.; Harnett, J. J.; Mioskowski, C.; Martel, J. P.; Le Gall, T.; Shin, D.-S.; Falck, J. R. Tetrahedron Lett. 1994, 35, 5449–5452. DOI: 10.1016/S0040-4039(00)73522-2.
  • (a) Ohtani, I.; Kusumi, T.; Kashman, Y.; Kakisawa, H. J. Am. Chem. Soc. 1991, 113, 4092–4096. DOI: 10.1021/ja00011a006. (b) Ohtani, I.; Hotta, K.; Ichikawa, Y.; Isobe, M. Chem. Lett. 1995, 24, 513–514. DOI: 10.1246/cl.1995.513. (c) Ichikawa, A. Enantiomer. 1998, 3. 255–261; (d) Seco, M. J.; Quinoa, E.; Riguera, R. Chem. Rev. 2004, 104, 17–117. DOI: 10.1021/cr000665j. (e) Freire, F.; Seco, J. M.; Quinoa, E.; Riguera, R. J. Org. Chem. 2005, 70, 3778–3790. DOI: 10.1021/jo048643a. (f) Hoye, T. R.; Jeffrey, C. S.; Shao, F. Nat. Protoc. 2007, 2, 2451–2458. DOI: 10.1038/nprot.2007.354.
  • Liu, J. H.; Long, Y. Q. Tetrahedron Lett. 2009, 50, 4592–4594. DOI: 10.1016/j.tetlet.2009.05.088.
  • (a) Grubbs, R. H.; Miller, S. J.; Fu, G. C. Acc. Chem. Res. 1995, 28, 446–452. DOI: 10.1021/ar00059a002. (b) Scholl, M.; Ding, S.; Lee, C. W.; Grubbs, R. H. Org. Lett. 1999, 1, 953–956. DOI: 10.1021/ol990909q. (c) Chatterjee, A. K.; Grubbs, R. H. Angew. Chem. Int. Ed. 2002, 41, 3171–3174. DOI: 10.1002/1521-3773(20020902)41:17<3171::AID-ANIE3171>3.0.CO;2-O. (d) Vougioukalakis, G. C.; Grubbs, R. H. Chem. Rev. 2010, 110, 1746–1787. DOI: 10.1021/cr9002424. (e) Wang, B.; Hansen, T. M.; Weyer, L.; Wu, D.; Wang, T.; Christmann, M.; Lu, Y.; Ying, L.; Engler, M. M.; Cink, R. D.; et al. J. Am. Chem. Soc. 2011, 133, 1506–1516. DOI: 10.1021/ja1089099. (f) Seetharamsingh, B.; Pankaj, V. K.; Reddy, D. S. J. Org. Chem 2016, 81, 290–296. DOI: 10.1021/acs.joc.5b02318.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.