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Publications

Publications from University of Toledo

35. Acharya, P.;1 Baryal, K. N.;1 Reno, C.; Zhu, J.* ¡°Synthesis of S-linked trisaccharide glycal of derhodinosylurdamycin A: Discovery of alkyl thiocyanate as an efficient electrophile for stereoselective sulfenylation of 2-deoxy glycosyl lithium.¡± Carbohydr. Res. 2017, 448, 103-109. (1 These authors contributed equally to this work.)

34. Li, X.; Zhu, J.* ¡°Glycosylation via Transition-Metal Catalysis: Challenges and Opportunities¡± Eur. J. Org. Chem. 2016, 4724-4767 (Most accessed in 10/2016).

 This work was highlighted in the Journal Front Cover: Eur. J. Org. Chem. 2016, 4719.

33. Li, X.;* Woodward, J.; Hourani, A.; Zhu, D.; Ayoub, S.; Zhu, J.* ¡°Synthesis of the 2-Deoxy Trisaccharide Glycal of Antitumor Antibiotics Landomycins A and E.¡± Carbohydr. Res. 2016, 430, 54-58.

32. Nguyen, H.; Zhu, D.; Li, X.;* Zhu, J.* ¡°Stereoselective Construction of ¦Â-Mannopyranosides via Anomeric O-Alkylation: Synthesis of the Trisaccharide Core of N-linked Glycans.¡± Angew. Chem., Int. Ed. 2016, 55, 4767-4771.

31. Baryal, K. N.; Zhu, J.* ¡°Stereoselective Synthesis of S-linked Hexasaccharide of Landomycin A via Umpolung S-Glycosylation.¡± Org. Lett. 2015, 17, 4530-4533.

30. Khatri, H. R.; Nguyen, H.; Dunaway, J. K.; Zhu, J.* ¡°Fluoroalcohol-Mediated Reductive Iodonio-Claisen Rearrangement: Synthesis of ortho-substituted allyliodoarene.¡± Front. Chem. Sci. Eng. 2015, 9, 359-368.

29. Khatri, H. R.; Nguyen, H.; Dunaway, J. K.; Zhu, J.* ¡°Total Synthesis of Antitumor Antibiotic Derhodinosylurdamycin A.¡± Chem. Eur. J. 2015, 21, 13553-13557.

28. Li, X.;* Saleh, Z.; Egri, B.; Hourani, A.; Harding, L.; Baryal, K. N.; Zhu, J. ¡°Selective deprotection of benzyl (Bn) ethers in the presence of para-​methoxybenzyl (PMB) ethers.¡± Tetrahedron Lett. 2015, 56, 1420-1422.

27. Zhu, D.; Adhikari, S.; Baryal, K. N.; Abdullah, B. N.; Zhu, J.* ¡°Synthesis of ¦Á-Digitoxosides and ¦Á-Boivinosides via Chelation-Controlled Anomeric O-Alkylation.¡± J. Carbohydr. Chem. 2014, 33, 438-451(special issue, invited submission).

26. Zhu, D.; Baryal, K. N.; Adhikari, S.; Zhu, J.* ¡°Direct Synthesis of 2-Deoxy-¦Â-Glycosides via Anomeric O-Alkylation with Secondary Electrophiles.¡± J. Am. Chem. Soc. 2014, 136, 3172-3175.

25. Baryal, K. N.; Zhu, J.* ¡°Stereoselective Synthesis of S-Linked 2-Deoxy Sugars.¡± Synlett(Synpacts) 2014, 25, 308-312.

24. Baryal, K. N.; Adhikari, S.; Zhu, J.* ¡°Catalytic Stereoselective Synthesis of ¦Â-Digitoxosides: Direct Synthesis of Digitoxin and C1¡¯-epi-Digitoxin.¡± J. Org. Chem. 2013, 78, 12469-12476.

23. Adhikari, S.; Li, X.; Zhu, J.* ¡°Studies of S-But-3-ynyl and gem-Dimethyl S-But-3-ynyl Thioglycoside Donors in Gold-Catalyzed Glycosylations.¡± J. Carbohydr. Chem. 2013, 32, 336-359 (special issue, invited submission).

22. Nguyen, H.; Khatri, H. R.; Zhu, J.* ¡°Reductive Iodonio-Claisen Rearrangement of Iodothiophene Diacetates with Allylsilanes: Formal Synthesis of Plavix®.¡± Tetrahedron Lett. 2013, 54, 5464-5466. This work was highlighted in Synfacts, 2013, 9, 1265.

21. Baryal, K. N.; Zhu, D.; Li, X.; Zhu, J.* ¡°Umpolung Reactivity in the Stereoselective Synthesis of S-Linked 2-Deoxyglycosides.¡± Angew. Chem., Int. Ed. 2013, 52, 8012 ¨C8016. This work was highlighted in Synlett (SYNPACTS) 2014, 25, 308-312.

20. Adhikari, S.; Baryal, K. N.; Zhu, D.; Li, X.; Zhu, J.* ¡°Gold-Catalyzed Synthesis of 2-Deoxy Glycosides Using S-But-3-ynyl Thioglycoside Donors.¡± ACS Catal. 2013, 3, 57-60.

19. Khatri, H. R.; Zhu, J.* ¡°Synthesis of Complex ortho-Allyliodoarenes by Employing the Reductive Iodonio-Claisen Rearrangement.¡± Chem. Eur. J. 2012, 18, 12232-12236.

18. Li, X.; Zhu, J.* ¡°Recent Advances in Transition Metal-Catalyzed O-Glycosylations.¡± J. Carbohydr. Chem. 2012, 31, 284-324 (special issue, invited submission).

Graduate and Postdoc Publications

17. O¡¯Cearbhaill, R. E.; Ragupathi, G.; Zhu, J.; Wan, Q.; Mironov, S.; Yan, G.; Spassova, M. K.; Iasonos, A; Kravetz, S.; Ouerfelli, O.; Spriggs, D. R.; Danishefsky, S. J.; Sabbatini, P. J. ¡°A Phase I Study of Unimolecular Pentavalent (Globo-H-GM2-sTn-TF-Tn) Immunization of Patients with Epithelial Ovarian, Fallopian Tube, or Peritoneal Cancer in First Remission¡±, Cancers 2016, 8, 46; doi:10.3390/cancers8040046 .

16. Germain, A. R.; Bruggemeyer, D. M.; Zhu, J.; Genet, C.; O¡¯Brien, P.; Porco, J. A., Jr.* ¡°Synthesis of the Azaphilones (+)-Sclerotiorin and (+)-8-O-Methylsclerotiorinamine Utilizing (+)-Sparteine Surrogates in Copper-Mediated Oxidative Dearomatization.¡± J. Org. Chem. 2011, 76, 2577-2584.

15. Wang, P.; Li, X.; Zhu, J.; Chen, J.; Yuan, Y.; Wu, X.; Danishefsky, S. J.* ¡°Encouraging Progress in the ¦Ø-Aspartylation of Complex Oligosaccharides as a General Route to ¦Â-N-Linked Glycopolypeptides.¡± J. Am. Chem. Soc. 2011, 133, 1597-1602.

14. Chen, J.; Wang, P.; Zhu, J.; Wan, Q.; Danishefsky, S. J.* ¡°A Program for Ligation at Threonine Sites: Application to the Controlled Total Synthesis of Glycopeptides.¡± Tetrahedron 2010, 66, 2277-2283.

13. Zhu, J.; Warren, J. D.; Danishefsky, S. J.* ¡°Synthetic Carbohydrate-Based Anticancer Vaccines: The Memorial Sloan-Kettering Experience.¡± Expert Rev. Vaccines 2009, 8, 1399-1413.

12. Wang, P.; Zhu, J.; Yuan, Y.; Danishefsky, S. J.* ¡°Total Synthesis of the 2,6-Sialylated Immunoglobulin G Glycopeptide Fragment in Homogeneous Form.¡° J. Am. Chem. Soc. 2009, 131, 16669-16671.

11. Zhu, J.; Wan, Q.; Lee, D.; Yang, G.; Spassova, M. K.; Ouerfelli, O; Ragupathi, G.; Damani, P.; Livingston, P. O.; Danishefsky, S. J.* ¡°From Synthesis to Biologics: Preclinical Data on the Chemistry Derived Anticancer Vaccines.¡± J. Am. Chem. Soc. 2009, 131, 9298-9303. This work was highlighted in Chinese Science Bulletin ¡°Trend¡± 2008, 53, 2126.

10. Yuan, Y.; Zhu, J.; Li, X.; Wu, X.; Danishefsky, S. J.* ¡°Preparation and Reactions of N-Thioformyl Peptides from Amino Thioacids and Isonitriles.¡± Tetrahedron Lett. 2009, 50, 2329-2333.

9. Zhu, J.; Wan, Q.; Yang, G.; Ouerfelli, O; Danishefsky, S. J.* ¡°Synthesis of Human Cancer Associated Globo-H (MBr1 Antigen) Glycosylamino acid: Some Mechanistic and Conformational Reinvestigations.¡± Heterocycles 2009, 79, 441-449.

8. Zhu, J.; Wan, Q.; Ragupathi, G.; George, C. M.; Livingston, P. O.; Danishefsky, S. J.* ¡°Biologics through Chemistry: Total Synthesis of a Proposed Dual Acting Vaccine Targeting Ovarian Cancer by Orchestration of Oligosaccharide and Polypeptide Domains.¡± J. Am. Chem. Soc. 2009, 131, 4151-4158. This work was highlighted in ACS Chemical Biology ¡°Spotlight¡±, 2009, 4, 238.

7. Zhu, J.; Wan, Q.; Danishefsky, S. J.* ¡°Synthesis of Biotinylated Tumor Associated Carbohydrate Antigens for Immunological Studies.¡± Tetrahedron Lett. 2009, 50, 712-714.

6. Zhu, J.; Wu, X.; Danishefsky, S. J.* ¡°On the Preparation of Enantiomerically Pure Isonitriles from Amino Acid Esters and Peptides.¡± Tetrahedron Lett. 2009, 50, 577-579.

5. Chen, J.; Wan, Q.; Yuan, Y.; Zhu, J.; Danishefsky, S. J.* ¡°Native Chemical Ligation at Valine: A Contribution to Peptide and Glycopeptide Synthesis.¡± Angew. Chem., Int. Ed., 2008, 47, 8521-8524.

4. Dong, S.; Zhu, J.; Porco, J. A., Jr.* ¡°Enantioselective Synthesis of Bicyclo[2.2.2]octenones Using a Copper-Mediated Oxidative Dearomatization /[4+2] Dimerization Cascade.¡± J. Am. Chem. Soc. 2008, 130, 2738-2739.

3. Zhu, J.; Porco, J. A., Jr.* ¡°Asymmetric Syntheses of (-)-Mitorubrin and Related Azaphilone Natural Products.¡± Org. Lett. 2006, 8, 5169-5171.

2. Zhu, J.; Grigoriadis, N. P.; Lee, J. P.; Porco, J. A., Jr.* ¡°Synthesis of the Azaphilones Using Copper-Mediated Enantioselective Oxidative Dearomatization.¡± J. Am. Chem. Soc. 2005, 127, 9342-9343.

1. Zhu, J.; Germain, A. R.; Porco, J. A., Jr.* ¡°Synthesis of Azaphilones and Related Molecules by Employing Cycloisomerization of o-Alkynylbenzaldehydes.¡± Angew. Chem., Int. Ed. 2004, 43, 1239-1243.

* denotes the corresponding author.

Patents                  

2. Danishefsky, S. J.; Ragupathi, G.; Livingston, P. O.; Zhu, J.; Iyer, K.; Yang, G.; Sabbatini, P. ¡°Multivalent Glycopeptide Constructs and Uses Thereof.¡± 2011, WO 2011156774.

1. Danishefsky, S.; Zhu, J.; Wan, Q.; Jeon, I.; Kim, W.; Nagorny, P.; Lee, D.; Livingston, P.; Ragupathi, G. ¡°Synthesis of Glycopeptide Constructs for Eliciting Antibodies and for Treating Cancer.¡± 2010, WO 2010006343.