Jason J Chruma     

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Jason Chruma   was born and raised in the Phoenix Metropolitan Area of Arizona (USA) and   earned his BS in Chemistry with Honors from the University of Arizona in 1997   working under the mentorship of Prof. Robin Polt. In 2002, he earned his PhD   from the University of Pennsylvania studying under Prof. Amos B. Smith, III,   and this was followed by an NIH post-doctoral fellowship at Columbia   University from 2003-2005 with Prof. Ronald C. Breslow. He began his   independent career as an Assistant Professor in the Department of Chemistry   at the University of Virginia in 2005 before moving in August of 2012 to   Sichuan University where he is now a Professor and Director of Doctoral   Studies.  

Honors   and Awards

Director of   Outstanding Undergraduate Thesis Award – 2nd Rank (2014)

Sichuan   University Top-Notch Undergraduate Teacher Award (2013)

National   Institutes of Health (USA) Postdoctoral Fellowship (2003-2005)

Wyeth-Ayerst American   Chemistry Society Organic Chemistry Division Pre-Doctoral Fellowship   (2000-2001)

Admission   Direction to Ph.D. Program and Postdoctoral Associates

1.Organic Chemistry: Organic Synthesis;   Transition-Metal Catalysis; Natural Product Total Synthesis

2.Bioorganic Chemistry: Small-Molecule   Peptidomimemics, g-Amino Acid-based Foldamers; Modulation of Cellular   Differentiation

3.Green Chemistry: Green Organic Synthesis

4.Physical Organic Chemistry: Synthesis and   Evaluation of Single-Crystal Organic Spintronic Devices (in collaboration   with the College of Physical Sciences and Technology)

Research   Interests

Prof.   Chruma’s research interest focus on developing new methods for the synthesis   of nitrogen-containing organic compounds and other biologically-active   natural products involving such “green” methods as transition-metal catalyzed   decarboxylative alkylations and intramolecular pericyclic reactions. The   intent is to discover new molecular probes and tools to elucidate the   biomolecular mechanisms involved in cellular differentiation and aniokis. Additional   interests involve the design and synthesis of novel foldamer scaffolds and   fluorescent linchpin reagents for bioconjugate synthesis.

List   of Publications (as of 14 September 2017)

1. J. Yao, W. Wu, W. Liang, D. Zhou, J. J. Chruma, G.   Fukuhara, T. Mori, Y. Inoue, C. Yang* “Temperature-Driven Planar Chirality   Switching of a Pillar[5]arene-based Molecular Universal Joint” Angew.   Chem. Int. Ed. 2017, 56(24), 6869-6873. [DOI: 10.1002/anie.201702542]   [SCI B, IF:11.994]

2. Z. Yan, Q. Huang, W. Liang, X. Yu, D. Zhou, W. Wu, J.   J. Chruma, C. Yang* “Enantiodifferentiation in the Photoisomerization of   (Z,Z)-1,3-Cyclooctadiene in the Cavity of   g-Cyclodextrin─Curcubit[6]uril-Wheeled [4]Rotaxanes with an Encapsulated   Photosensitizer” Org. Lett. 2017, 19(4), 898-901.   [DOI:10.1021/acs.orglett.7b00057] [SCI C, IF: 6.579]

3. C. Fan, W. Wu, J. J. Chruma, J. Zhao, C. Yang* “Enhanced   Triplet-Triplet Energy Transfer and Upconversion Fluorescence through   Host-Guest Complexation” J. Am. Chem. Soc. 2016, 138(47), 15405-15412.   [DOI:10.1021/jacs.6b07946] [SCI B, IF: 13.858]

4. M. Xiang, Y. Wu, J. P. Burke, J. J. Chruma* “High   p-Facial and exo-Selectivity for the Intramolecular Diels-Alder Cycloaddition   of Dodeca-3,9,11-trien-5-one Precursors to 2-epi-Symbioimine and Related   Compounds” J. Org. Chem. 2016, 81(18), 8508?8519.   [DOI:10.1021/acs.joc.6b01677]. [SCI C, IF: 4.849]

5. S. Tang, J. Y. Park, A. A. Yeagley, M. Sabat, J. J.   Chruma* ―Decarboxylative Generation of 2-Azaallyl Anions: 2-Iminoalcohols via   a Decarboxylative Erlenmeyer ReactionOrg. Lett.,2015, 17,   2042–2045 [DOI:10.1021/acs.orglett.5b00107]. SCI C

6. X. Qian, P. Ji, C. He, J.-O.   Zirimwabagabo, M. M. Archibald, A. A. Yeagley, J. J. Chruma*,”Palladium-Catalyzed   Decarboxylative Generation and Asymmetric Allylation of α-Imino   Anions” Org. Lett.2014, 16, 52285231. [DOI:10.1021/ol502693r].   SCI C [Highlighted by M. Lautens & S. Kress in Synfacts 2014,   10(12), 1293. DOI: 10.1055/s- 0034-1379463]

7. Xiang,H.-f.; *Cheng,J.-h.; Ma,X.-f.; Zhou,   X.-g.;Chruma, J. J. “Near-Infrared Phosphorescence: Materials and   Applications” Chem. Soc.Rev.2013, 42,   6128-6185. [DOI:10.1039/C3CS60029G]

8. Li, Z.; Jiang, Y.-Y.; Yeagley,   A. A.;Bour, J. P.; Liu, L.;Chruma,J. J.;* Fu, Y.*“Mechanism  of the Pd-catalyzed Decarboxylative   Allylation of a-Imino Esters:   Decarboxylation via Free Carboxylate Ion” Chem. Eur. J.2012, 18(45), 14527–14538. [DOI:   10.1002/chem.201201425]

9. Burke, J. P.; Sabat, M.; Myers,   W. H.;Chruma, J. J.* “Unexpected exo Selectivity for an Intramolecular Diels-Alder Reaction   Involving a Doubly-Activated d-Pentenolide   Dienophile” Tetrahedron:Asymmetry2011, 22, 31-35. [DOI:   10.1016/j.tetasy.2010.12.018]

10. Burke, J. P.; Sabat, M.;Iovan,   D. A.; Myers, W. H.;Chruma, J. J.* “Exploring the   Original Proposed Biosynthesis of (+)-Symbioimine: Remote Exocyclic   Stereocontrol in a Type I IMDA Reaction,” Org. Lett.2010, 12, 3192-3195. [DOI:   10.1021/ol101141a]  [Highlighted   by ChemViewson WILEY-VCH and ChemPubSoc Europe’s online   literature review, 18 June 2010:http://www.chemistryviews.org/details/news/743307/Old_Haunts_Revisited.html]

11.Bullock, G. C.; Delehanty, L. L.;   Talbot, A. L.; Gonias, S. L.; Tong, W.-H.;Rouault, T. A.; Dewar, B.;   Macdonald, J. M.;Chruma,J. J.; Goldfarb, A. N.*   "Iron Control of Erythroid Development by a Novel Aconitase-Associated   Regulatory Pathway," Blood2010, 116, 97-108. [DOI:10.1182/blood-2009-10-251496]

12. Fields, W. H.;Chruma,   J. J.* "Palladium-Catalyzed Decarboxylative Benzylation of   Diphenylglycinate Imines," Org. Lett.2010, 12(2), 316–319. [DOI:   10.1021/ol902651j] [Highlighted   byP. Knochel and T. Thaler in Synfacts, 2010, 4,   461. DOI: 10.1055/s-0029-121960]

13. Yeagley, A. A.;Lowder, M. A.;Chruma,   J. J.* "Tandem C–C Bond-Forming Processes: Interception of the   Pd-Catalyzed Decarboxylative Allylation of Allyldiphenylglycinate Imines with   Activated Olefins." Org. Lett.2009, 11(17), 4022–4025. [DOI:   10.1021/ol901745x]

14. Chruma,J. J.;* Moon,S.-J.; Sanford,W. E., Jr. "Azaphilone a-Bromoacetates (AzaBs):   Fluorescent Linchpin Reagents for the Inter- and Intramolecular Cross-Linkage   of Primary Amines to Thiols," Lett. Org. Chem.2009, 6(5), 367–371.

15. Fields,W. H.;Khan, A. K.;   Sabat, M.;Chruma, J. J.* "One-Pot   Tandem Decarboxylative Allylation–Heck Cyclization of Allyl Diphenylglycinate   Imines: Rapid Access to Polyfunctionalized 1-Aminoindanes", Org.   Lett.2008, 10(22), 5131–5134. [DOI:   10.1021/ol801986m]

16. Yeagley, A. A.;Chruma.   J. J.* "C–C bond-forming reactions via Pd-mediated   decarboxylative a-imino anion   generation", Org. Lett., 2007, 9(15), 2879–2882. [DOI:   10.1021/ol071080f]

17. Chruma,J. J.; Liu, L.; Zhou, W.;   Breslow, R.* "Hydrophobic and electronic factors in the design of   dialkylglycine decarboxylase mimics", Bioorg. Med. Chem., 2005, 13, 5873-5883. [DOI: 10.1016/j.bmc.2005.05.019]

18. Zhou, W.; Yerkes, N.;Chruma,J. J.; Liu,L.; Breslow, R.*   "Chiral polyamines from reduction of polypeptides: asymmetric   pyridoxamine-mediated transaminations", Bioorg. Med. Chem.   Lett., 2005, 15(5), 1351-1355. [DOI:   10.1016/j.bmcl.2005.01.021]

19. Liu, L.; Zhou, W.;Chruma,J.; Breslow, R.*   "Transamination reactions with multiple turnovers catalyzed by   hydrophobic pyridoxamine cofactors in the presence of polyethylene-imine   polymers", J. Am. Chem. Soc., 2004, 126(26), 8136-8137. [DOI: 10.1021/ja048671a]

20. Si, Z.; Madani, N.; Cox, J.   M.;Chruma,J. J.; Klein, J. C.; Sch?n, A.;   Phan, N.; Wang, L.; Biorn, A. C.; Cocklin, S.; Chaiken, I.; Freire, E.;   Smith, A. B., III; Sodroski, J. G.* "Small-molecule inhibitors of HIV-1   entry block receptor-induced conformational changes in the viral envelope   glycoproteins", Proc. Nat. Acad. Sci. USA, 2004, 101(14), 5036-5041. [DOI:   10.1073/pnas.0307953101]

21. Madani, N.; Perdigoto, A. L.;   Srinivasan, K.; Cox, J. M.;Chruma,J. J.; LaLonde, J.; Head, M.; Smith, A. B., III; Sodroski, J. G.*   "Localized changes in the gp120 envelope glycoprotein confer resistance   to human immunodeficiency virus entry inhibitors BMS-806 and   #155", J. Virol., 2004, 78(7), 3742-3752. [DOI: 10.1128/JVI.78.7.3742-3752.2004]

22. Smith, A. B. III;* Chruma,J.   J.; Han, Q.; Barbosa, J. "Complestatin synthetic studies:   the effect of the amino acid configuration on peptide backbone conformation   in the common western BCD macrocycle", Bioorg. Med. Chem.   Lett.,2004, 14, 1697-1702. [DOI: 10.1016/j.bmcl.2004.01.056]

23. Polt,R.;* Sames, D.;Chruma,J."Glycoside inhibitors: synthesis of enantiomerically pure   aza-sugars from Schiff base amino esters via tandem reduction-alkenylation   and osmylation", J. Org. Chem., 1999, 64(17), 6147-6158. [DOI:   10.1021/jo9820115]

24. Chruma,J. J.; Sames, D.; Polt, R.* "General method for the synthesis   of N–methyl amino acids   and N–alkylated amino esters   from O'Donnell's Schiff base", Tetrahedron Lett., 1997, 38(29), 5085-5086. [DOI: 10.1016/S0040-4039(97)01132-5]




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