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Wasa, Masayuki
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Wasa, Masayuki

Graduate Student
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Positions

  • 2015 - Faculty Member, Boston College
  • 2013 - 2015 Postdoctoral Research Fellow, Harvard University

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  • Doctoral Dissertation
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Publications

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  • academic article

    • Chang, Y., Yesilcimen, A., Cao, M., Zhang, Y., Zhang, B., Chan, J. Z., Wasa, M. Catalytic deuterium incorporation within metabolically stable β-amino C-H bonds of drug molecules Journal of the American Chemical Society  2019 141:14570-14575  DOI:10.1021/jacs.9b08662  PMID:31480842
    • Bendelsmith, A. J., Kim, S. C., Wasa, M., Roche, S. P., Jacobsen, E. N. Enantioselective synthesis of α-allyl amino esters via hydrogen-bond-donor catalysis Journal of the American Chemical Society  2019 141:11414-11419  DOI:10.1021/jacs.9b05556  PMID:31280564
    • Cao, M., Yesilcimen, A., Wasa, M. Enantioselective Conia-ene-type cyclizations of alkynyl ketones through cooperative action of B(C6F5)(3), N-alkylamine and a Zn-based catalyst Journal of the American Chemical Society  2019 141:4199-4203  DOI:10.1021/jacs.8b13757  PMID:30786707  PMCID:PMC6595478
    • Chan, J. Z., Chang, Y., Wasa, M. B(C6F5)(3)-catalyzed C-H alkylation of N-alkylamines using silicon enolates without external oxidant Organic Letters  2019 21:984-988  DOI:10.1021/acs.orglett.8b03959  PMID:30693779  PMCID:PMC6591580
    • Shang, M., Chan, J. Z., Cao, M., Chang, Y., Wang, Q., Cook, B., Torker, S., Wasa, M. C-H functionalization of amines via alkene-derived nucleophiles through cooperative action of chiral and achiral lewis acid catalysts: applications in enantioselective synthesis Journal of the American Chemical Society  2018 140:10593-10601  DOI:10.1021/jacs.8b06699  PMID:30045617  PMCID:PMC6542567
    • Shang, M., Cao, M., Wang, Q., Wasa, M. Enantioselective direct Mannich-type reactions catalyzed by frustrated Lewis acid/Brønsted base complexes Angewandte Chemie-International Edition  2017 56:13338-13341  DOI:10.1002/anie.201708103  PMID:28872740
    • degree-related publication He, J., Wasa, M., Chan, K. S. L., Shao, O., Yu, J. Q. Palladium-catalyzed transformations of alkyl C-H bonds Chemical Reviews  2017 117:8754-8786  DOI:10.1021/acs.chemrev.6b00622  PMID:28697604  PMCID:PMC5516964
    • Shang, M., Wang, X., Koo, S. M., Youn, J., Chan, J. Z., Yao, W., Hastings, B. T., Wasa, M. Frustrated Lewis acid/Brønsted base catalysts for direct enantioselective α-amination of carbonyl compounds Journal of the American Chemical Society  2017 139:95-98  DOI:10.1021/jacs.6b11908  PMID:27983825
    • Chan, J. Z., Yao, W., Hastings, B. T., Lok, C. K., Wasa, M. Direct Mannich-type reactions promoted by frustrated Lewis acid/Brønsted base Catalysts Angewandte Chemie-International Edition  2016 55:13877-13881  DOI:10.1002/anie.201608583  PMID:27690277
    • Liu, R. Y., Wasa, M., Jacobsen, E. N. Enantioselective synthesis of tertiary α-chloro esters by non-covalent catalysis Tetrahedron Letters  2015 56:3428-3430  DOI:10.1016/j.tetlet.2015.01.124  PMID:26085694  PMCID:PMC4465138
    • Wasa, M., Liu, R. Y., Roche, S. P., Jacobsen, E. N. Asymmetric Mannich synthesis of α-amino esters by anion-binding catalysis Journal of the American Chemical Society  2014 136:12872-12875  DOI:10.1021/ja5075163  PMID:25178040  PMCID:PMC4183616
    • degree-related publication Xiao, K. J., Lin, D. W., Miura, M., Zhu, R. Y., Gong, W., Wasa, M., Yu, J. Q. Palladium(II)-catalyzed enantioselective C(sp(3))-H activation using a chiral hydroxamic acid ligand Journal of the American Chemical Society  2014 136:8138-8142  DOI:10.1021/ja504196j  PMID:24815880  PMCID:PMC4063184
    • degree-related publication Chan, K. S. L., Wasa, M., Laforteza, B. N., Miura, M., Yu, J. Q., Chu, L. Ligand-enabled cross-coupling of C(sp(3))-H bonds with arylboron reagents via Pd(II)/Pd(0) catalysis Nature Chemistry  2014 6:146-150  DOI:10.1038/nchem.1836  PMID:24451591  PMCID:PMC4077182
    • degree-related publication Figg, T. M., Wasa, M., Yu, J. Q., Musaev, D. G. Understanding the reactivity of Pd(0)/PR3-catalyzed intermolecular C(sp(3))-H bond arylation Journal of the American Chemical Society  2013 135:14206-14214  DOI:10.1021/ja4053416  PMID:24003948
    • degree-related publication He, J., Wasa, M., Chan, K. S. L., Yu, J. Q. Palladium(0)-catalyzed alkynylation of C(sp3)-H bonds Journal of the American Chemical Society  2013 135:3387-3390  DOI:10.1021/ja400648w  PMID:23406445
    • degree-related publication Wasa, M., Chan, K. S. L., Zhang, X. G., He, J., Miura, M., Yu, J. Q. Ligand-enabled methylene C(sp3)-H bond activation with a Pd(II) catalyst Journal of the American Chemical Society  2012 134:18570-18572  DOI:10.1021/ja309325e  PMID:23116159  PMCID:PMC3500088
    • degree-related publication Zhang, X. G., Dai, H. X., Wasa, M., Yu, J. Q. Pd(II)-catalyzed ortho trifluoromethylation of arenes and insights into the coordination mode of acidic amide directing groups Journal of the American Chemical Society  2012 134:11948-11951  DOI:10.1021/ja305259n  PMID:22780303
    • degree-related publication Engle, K. M., Mei, T. S., Wasa, M., Yu, J. Q. Weak coordination as a powerful means for developing broadly useful C-H functionalization reactions Accounts of Chemical Research  2012 45:788-802  DOI:10.1021/ar200185g  PMID:22166158  PMCID:PMC3334399
    • degree-related publication Wasa, M., Engle, K. M., Lin, D. W., Yoo, E. J., Yu, J. Q. Pd(II)-catalyzed enantioselective C-H activation of cyclopropanes Journal of the American Chemical Society  2011 133:19598-19601  DOI:10.1021/ja207607s  PMID:22059375  PMCID:PMC3241475
    • degree-related publication Wasa, M., Chan, K. S. L., Yu, J. Q. Pd(II)-catalyzed cross-coupling of C(sp(2))-H bonds and alkyl-, aryl-, and vinyl-boron reagents via Pd(II)/Pd(0) catalysis Chemistry Letters  2011 40:1004-1006  DOI:10.1246/cl.2011.1004  PMID:23637469  PMCID:PMC3638876
    • degree-related publication Yoo, E. J., Wasa, M., Yu, J. Q. 1,4-dicarbonyl compounds via Pd(II)-catalyzed carbonylation of C(sp3)-H bonds Synthesis-Stuttgart  2011 A24-A25  DOI:10.1055/s-0030-1259586
    • degree-related publication Chan, K. S. L., Wasa, M., Wang, X. S., Yu, J. Q. Palladium(II)-catalyzed selective monofluorination of benzoic acids using a practical auxiliary: A weak-coordination approach Angewandte Chemie-International Edition  2011 50:9081-9084  DOI:10.1002/anie.201102985  PMID:21748831
    • degree-related publication Yoo, E. J., Wasa, M., Yu, J. Q. Pd(II)-catalyzed carbonylation of C(sp3)-H bonds: a new entry to 1,4-dicarbonyl compounds Journal of the American Chemical Society  2010 132:17378-17380  DOI:10.1021/ja108754f  PMID:21082838  PMCID:PMC3135760
    • degree-related publication Wasa, M., Engle, K. M., Yu, J. Q. Cross-coupling of C(sp(3))-H bonds with organometallic reagents via Pd(II)/Pd(0) catalysis Israel Journal of Chemistry  2010 50:605-616  DOI:10.1002/ijch.201000038  PMID:21552359  PMCID:PMC3086742
    • degree-related publication Wasa, M., Yu, J. Q. Amide-directed arylation of sp3 C-H bonds using Pd(II) and Pd(0) catalysts Tetrahedron  2010 66:4811-4815  DOI:10.1016/j.tet.2010.03.111  PMID:20711414  PMCID:PMC2920498
    • degree-related publication Wasa, M., Engle, K. M., Yu, J. Q. Pd(II)-catalyzed olefination of sp(3) C-H bonds Journal of the American Chemical Society  2010 132:3680-3681  DOI:10.1021/ja1010866  PMID:20187642  PMCID:PMC2841429
    • degree-related publication Wasa, M., Worrell, B. T., Yu, J. Q. Pd0/PR3-catalyzed arylation of nicotinic and isonicotinic acid derivatives Angewandte Chemie-International Edition  2010 49:1275-1277  DOI:10.1002/anie.200906104  PMID:20082399  PMCID:PMC2874250
    • degree-related publication Wasa, M., Engle, K. M., Yu, J. Q. Pd(0)/PR(3)-catalzed intermolecular arylation of sp(3) C-H bonds Journal of the American Chemical Society  2009 131:9886-9887  DOI:10.1021/ja903573p  PMID:19580277  PMCID:PMC2727875
    • degree-related publication Wasa, M., Yu, J. Q. Synthesis of β-, γ-, and δ-Lactams via Pd(II)-catalyzed C−H activation reaction Journal of the American Chemical Society  2008 130:14058-14059  DOI:10.1021/ja807129e  PMID:18834119
    • degree-related publication Wang, D. H., Wasa, M., Giri, R., Yu, J. Q. Pd(II)-catalyzed cross-coupling of sp3 C-H Bonds with sp2 and sp3 boronic acids using air as the oxidant Journal of the American Chemical Society  2008 130:7190-7191  DOI:10.1021/ja801355s  PMID:18479089
    • Giri, R., Wasa, M., Breazzano, S. P., Yu, J. Q. Converting gem-dimethyl groups into cyclopropanes via Pd-catalyzed sequential C-H activation and radical cyclization Organic Letters  2006 8:5685-5688  DOI:10.1021/ol0618858  PMID:17134247
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Background

education and training

  • Ph.D. in Chemistry, Scripps Research 2007 - 2012
  • B.S. in Chemistry, Brandeis University 2007

advisee of

  • graduate advising relationship

    • Yu, Jin-Quan, Ph.D.  candidacy, 2008 - 2012
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Contact

full name

  • Masayuki Wasa

geographic location

  • Scripps California 

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