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Concise Unified Access to (−)-8-Deoxy-13-dehydroserratinine,(+)-Fawcettimine, (+)-Fawcettidine, and (−)-8-DeoxyserratinineUsing a Direct Intramolecular Reductive Coupling

Lin-Rui Zhong, Bing-Bing Huang, Xiao-Liang Yang, Shaozhong Wang, and Zhu-Jun Yao

Org. Lett. 2021, 23, 3578−3583.(DOI: 10.1021/acs.orglett.1c00977)

Diastereoselective Access to Tetracyclic Eight-Membered Lactams through a Dearomative Heck Reaction and an Alkylative RingOpening Driven by Photoexcited Spiroindoline

A gram-scale laboratory synthesis of Annonaceous acetogenin mimic AA005

Baobao Yu, Zhu-Jun Yao

Chinese Chemical Letters. 2021. 32. 408–412.

Scalable Cu(II)-mediated intramolecular dehydrogenative phenol-phenol coupling: Concise synthesis of enantiopure axially chiral homo- and hetero-dephenols

Yuefei Gu, Tianyang Wang, Ming Gao, Zhu-Jun Yao

Chinese Chemical Letters, 2021, 32(1): 380-384.(DOI:10.1016/j.cclet.2020.02.015) 

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Visible Light-Driven Radical trans-Hydrosilylation of Electron-Neutral and -Rich Alkenes with Tertiary and Secondary Hydrosilanes

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Enantioselective Total Synthesis of Lycoposerramine-Z Using Chiral Phosphoric Acid Catalyzed Intramolecular Michael Addition

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Synthesis of Tricyclo[4,3,1,01,5]decane Core of Plumisclerin A Using Pauson–Khand Annulation and SmI2-Mediated Radical Cyclization

Tetrahedron2015, 71, 370-380

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Organocatalytic enantioselective conjugate addition of 2-nitrocyclohexanone to acrylaldehyde: a concise two-step synthesis of chiral building block 1-azaspiro[4.5]decan-6-one

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List of Publications before 2002

 1.   Wu,P., Chen,W.-S., Hu, T.-S., Yao, Z.-J., Wu, Y.-L. Annonaceous Acetogenin from Annona Atemoya Seeds. J. Asian Nat. Prod. Research2001, 3, 177.

 2.   Wu, Y.-L., Wu, W.-L., Yao, Z.-J., Li, Y.-L., Wang, Y.-F., Li, J.-C., Sun, X.-L., Peng, Z.-H., Yu, Q., Hu, T.-S., Zeng, B.-B., Wang, X.-Z. Syntheses of Enantiopure Natural Products from Sugars. Chinese J. Org. Chem. 2001, 21, 1051.

 3.   Atabey, N.; Gao, Y.;Yao, Z.-J.; Brechenridge, D.; Soon, L.; Burke Jr., T.R.; Bottaro, D.P. Potent blockade of hepatocyte growth factor-stimulated cell motility by selective inhibitors of Grb2-c-Met interaction. J. Biol. Chem. 2001, 276, 14308-14314.

 4.   Burke Jr., T. R., Yao, Z.-J., Ye, B., Miyoshi, K., Otaka, A., Wu., L., Zhang, Z.-Y. Phospho-azatyrosine, a less effective protein-tyrosine phosphatase substrate than phosphotyrosine. Bioorganic & Medicinal Chemistry Letters2001, 11, 1265-8.

  5.   Burke Jr.,T. R., Yao, Z.-J., Gao, Y., Wu, J. X., Zhu, X., Luo, J. H., Guo, R., Yang, D. N-Terminal Carboxyl and Tetrazole-Containing Amides as Adjuvants to Grb2 SH2 Domain Ligand Binding. Bioorg. Med. Chem.2001, 9, 1439-1445.

  6.   Burke Jr., T. R., Yao, Z.-J., Liu, D.-G., Voigt, J., Gao, Y. Phosphoryltyrosyl Mimetics in the Design of Peptide-Based Signal Transduction Inhibitors. Biopolymers2001, 60, 32-44.

 7.   Zhang, Y.-L., Yao, Z.-J., Sarmiento, M., Wu, L., Burke, Jr., T. R., Zhang, Z.-Y. Isothermal Titration Calorimetric Study of Ligand Binding to Protein-Tyrosine Phosphatase 1B and Its Substrate-Trapping Mutants. J. Biol. Chem.2000, 275(44), 34205-34212.

 8.   Long, Y.-Q., Lung, F.-D. T., Voigt, J. H., Yao, Z.-J., Burke, Jr., T. R., Yang, D., Luo, J. H., Guo, R., King, C. K., Roller, P. P. High affinity nonphosphorylated cyclic peptide inhibitors of Grb2-SH2 / growth factor receptor interactions. In Peptides: Frontier of Peptide Science, Proc. of 16th American Peptide Symposium, Tam, J. P., and Kaumaya, P. T. P. (Eds), ESCOM/Kluwer Acad. Publishers, Dordect, The Netherlands,2000, 568-570.

 9.   Yao, Z.-J., Barchi, J. J., Burke, Jr., T. R. Design and synthesis of a new tyrosine analogue having c1 and c2 angles constrained to values observed for an SH2 domain-bound phosphotyrosyl residue. In Peptides for the New Millennium: Proc. of 16th American Peptide Symposium, Fields, G. B., Tam, J. P., and Barany, G. (Eds), Kluwer Acad. Publishers, Dordect, The Netherlands,2000, p576-8.

 10.  Gao, Y., Yao, Z.-J., Voigt, J. H., Luo, J. H., Yang, D., Burke, Jr., T. R. Novel phosphotyrosyl mimetics for the preparation of potent small molecule Grb2 SH2 domain inhibitors. In Peptides for the New Millennium: Proc. of 16th American Peptide Symposium, Fields, G. B., Tam, J. P., and Barany, G. (Eds), Kluwer Acad. Publishers, Dordect, The Netherlands, 2000, p566-7.

 11.  Gao, Y., Luo, J., Yao, Z.-J., Guo, R., Zou, H., Kelley, J., Voigt, J. H., Yang, D., Burke, Jr.,  T. R.  Inhibition of Grb2 SH2 Domain Binding by Non-Phosphate Containing Ligands 2. 4-(2-Malonyl)phenylalanine as a potent Phosphotyrosyl Mimetic. J. Med. Chem.2000,43, 911-920.

 12.  Burke Jr., T.R.; Gao, Y.; Yao, Z.-J.; Voigt, J.; Luo, J.; Dajun, Y. Potent non phosphate- containing Grb2 SH2 domain inhibitors. Peptide Chemistry 1999. Proceedings of the 36th Japanese Peptide Symposium, Ed. by N. Fujii,The Japanese Peptide Society, 2000, pp 49-52.

 13.  Yao, Z.-J., Wu, H.-P., Wu, Y.-L. Polyether Mimics of Natural Occurring Cytotoxic Annonaceous Acetogenins. J. Med. Chem.2000,43, 2484-2487.

 14. Liu, D.-G.; Yao, Z.-J.;Gao, Y.; Burke, T.R., Jr. Large scale preparation of cell permeable, non-phosphate containing Grb2 SH2 domain inhibitors. Organic Preparations and Procedures International2000,32, 197-201.

 15.  Chen, H., Cong, L.-N., Li, Y., Yao, Z.-J., Wu, L., Zhang, Z.-Y., Burke Jr., T. R., Quon, M. J. A Phosphotyrosyl Mimetic Peptide Reverses Impairment of Insulin-stimulated Translocation of Glut4 Caused by Overexpression of PTP1B in Rat Adipose Cells. Biochemistry1999, 38(1), 384-389.

 16.  Yao, Z.-J., King, C. R., Cao, T., Kelley, J., Milne, G. W. A., Voigt, J. H., Burke Jr., T. R. Potent Inhibition of Grb2 SH2, Domain Binding by Non-Phosphate Cotaining Ligands. J. Med. Chem.1999,42(1), 25-35.

 17.  Burke Jr., T. R., Luo, J., Yao, Z.-J., Gao, Y., Milne, G. W. A., Voigt, J. H., King, C. R., Yang, D. Monocarboxylic-Based Phosphotyrosyl Mimetics in the Design of Grb2 SH2 Domain Inhibitors. Bioorganic and Medicinal Chemistry Lett. 1999,9, 347-352.

 18.  Yao, Z.-J., Gao, Y., Voigt, J. H., Ford, Jr., H., Burke Jr., T. R. Synthesis of Fmoc-Protected 4-Carboxydifluoromethyl-L-phenylalanine: A Phosphotyrosyl Mimetic of Potential Use for Signal Transduction Studies. Tetrahedron.1999,55, 2865-2874.

 19.  Yu, Q., Yao, Z.-J., Chen, X.-G., Wu, Y.-L. Total Synthesis of (10R) and (10S)-corossolin, Determination of the C-10 configuration and the Unexpected Differential Toxicity toward Cancer Cell Caused by the Configuration at C-10. J. Org. Chem.1999, 64, 2440-2445.

 20.  Long, Y.-Q., Yao, Z.-J., Lung, F.-D. T., Voigt, J. H., King, C. R., Burke, Jr., T. R., Roller, P. P. Overlapping function of amino acids in position-2 and Y0 leading to high affinity nonphosphorylated peptide ligands of Grb2-SH2 domain. Biochem. Biphys. Res. Comm.1999, 264, 902-908.

 21. Yao, Z.-J., Gao, Y., Burke, T. R., Jr. Preparation of L-N-Fmoc-Pmp(tBu2)-OH From L-Tyrosine. Tetrahedron: Asymmetry 1999, 10, 3727-3734.

 22.  Wu, Y.-L., Chen, H.-B., Jiang, K., Li, Y., Shan, F., Wang, D.-Y., Wang, Y.-F., Wu, W.-M., Wu, Y., Yao, Z.-J., Yue, Z.-Y., Zhou, C.-M. Interaction of biomolecules with qinghaosu (artemisinin) and its derivatives in the presence of ferrous ion – an exploration of antimalarial mechanism. Pure Appl. Chem.1999, 71, 1139-1142.

 23.  Burke, T. R., Jr., Gao, Y., Yao, Z.-J., Voigt, J., Luo, J., Yang, D. Potent non phosphate-containing Grb2 SH2 domain inhibitors.Pept. Sci.1999, 36, 49-52.

 24.  Wu, W.-M., Wu, Y., Wu, Y.-L., Yao, Z.-J., Zhou, C.-M., Li, Y., Shan, F. Unified Mechanism Framework for the Fe(II)-Induced Cleavage of Qinghaosu and Derivatives /Analogs. The First Spin-Trapping Evidence for the previously Postulated Secondary C-4 Radical. J. Am. Chem. Soc.1998, 120, 3316-3325.

 25.  Hu, Y.-J., Huang, X.-D., Yao, Z.-J., Wu, Y.-L. Formal Synthesis of 3-Deoxy-D-manno-2-Octulosonic Acid (KDO) via a Highly Double-Stereoselective Hetero Diels-Alder Reaction Directed by a (Salen)Co(II) Catalyst and Chiral Diene. J. Org. Chem.1998, 63, 2456-2461.

 26. Yao, Z.-J., Ye, B., Miyoshi, K., Otaka, A., Burke Jr., T. R. Preparation of phospho-L-azatyrosine suitably protected for the solid phase synthesis of signal transduction-related peptides. A correction. Synlett.1998, 428-430.

 27.  Burke Jr., T. R., Yao, Z.-J., Zhao, H. Enantioselective Synthesis of Nonphosphorous-Containing Phosphotyrosyl Mimetics and Their Use in Peptide Synthesis. Tetrahedron, 1998, 54, 9981-9994.

 28. Yao, Z.-J., Ye, B., Wu, X.-W, Wang, S., Wu, L., Zhang, Z.-Y., Burke Jr., T. R. Structure-based design and synthesis of small molecule protein-tyrosine phosphatase 1B inhibitors. Bioorganic and Medicinal Chemistry, 1998, 4, 1799-1810.

 29.  Tan, H.-T., Chen, W.-S., Yu, Q., Yao, Z.-J., Wu, Y.-L. The Isolation and Structure of Microcarpacin B. Youji Huaxue (Chin. J. Org. Chem.)1998, 18(3), 219.

 30.  Groves, M. R., Yao, Z.-J., Roller, P. P., Burke Jr., T. R., Barford, D. Structral Basis for Inhibition of the Protein Tyrosine Phosphatase 1B by Phosphotyrosine Peptide Mimetics. Biochemstry1998, 37(51), 17773-17783.

 31.  Chen, W.-S., Yao, Z.-J., Wu, Y.-L. Annonaceous acetogenins fromUvaria microcarpa Seeds. The isolation and structure of microcarpacin. Acta Chemica Sinica1997, 55, 723-728.

 32.  Burke Jr., T. R., Yao, Z.-J., Smyth, M. S., Ye, B. Phosphotyrosyl-based motifs in the structure-based design of protein-tyrosine kinase-dependent signal transduction inhibitors. Current Pharmaceutical Design, 1997,3, 291.

 33.  Ye, B., Yao, Z.-J., Burke Jr., T. R.  Synthesis of a new tyrosine analog having X1 and X2 angles constrained to values observed for SH2 domain-bound phosphotyrosyl residue. J. Org. Chem.1997, 62, 5428.

 34.  Yao, Z.-J., Ye, B., Zhao, H., Yan, X., Wu, L., Barford, D., Wang, S., Zhang, Z.-Y., Burke Jr., T. R. Structure-based design of small molecule protein-tyrosine phosphatase inhibitors. In Peptides: Frontier of Peptide Science, Proc. of 15Th American Peptide Symposium, Tam, J. P., and Kaumaya, P. T. P. (Eds), ESCOM/Kluwer Acad. Publishers, Dordect, The Netherlands, 1997, pp183-185.

 35.  Chen, W.-S., Yao, Z.-J., Xu, Y.-Z., Zhang, Y.-B., Wu, Y.-L. Study on the annonaceous acetogenins from Annona Atemoya Hort.Youji Huaxue (Chin. J. Org. Chem.) 1996, 16, 145.

 36.  Yao, Z.-J., Yu, Q., Wu, Y.-L. Two-directional enantioselective synthesis of (+)-ancepsenolide.Synthetic Communication. 1996, 26, 3613.

 37.  Wu, W.-M., Yao, Z.-J., Wu, Y.-L., Jiang, K., Wang, Y.-F., Chen, H.-B., Shan, F., Li, Y. Ferrous ion induced cleavage of the peroxy bond in qinghaosu and its derivatives and the DNA damage associated with this process. Chemical Communication1996, 2213.

 38.  Yao, Z.-J., Wu, Y.-L. Synthetic studies toward mono-THF annonaceous acetogenins, an enantioselective and convergent approach to corossolone and (10RS)-corossoline. J. Org. Chem. 1995, 60, 1170.

 39.  Wu, W.-L., Yao, Z.-J., Li, Y.-L., Li, J.-C., Xia, Y., Wu, Y.-L. Diastereoselective propargylation of -alkoxy aldehyde with propargyl bromide and zinc, a versatile and efficient method for synthesis of chiral oxygenated acyclic natural products. J. Org. Chem. 1995, 60, 3257.

 40.  Chen, W.-S., Yao, Z.-J., Zhang, Y.-B., Xu, Y.-Z., Wu, Y.-L. Atemoyacin A: a new bis-tetrahydrofuranyl annonaceous acetogenin from Annona Atemoya H. Chinese J. Chem.1995, 13, 263.

 41.  Chen, W.-S., Yao, Z.-J., Wu, Y.-L. Study on the chemical constituents of Annona glabra Linn. Youji Huaxue (Chin. J. Org. Chem.) 1995, 15, 85.

 42.  Yao, Z.-J., Wu, Y.-L. Annonaceous acetogenins: Future stars against cancer. Youji Huaxue (Chin. J. Org. Chem.) 1995, 15, 120.

 43.  Chen, W.-S., Yao, Z.-J., Zhang, Y.-B., Xu, Y.-Z., Wu, Y.-L. Study on the chemical constituents of Annona Atemoya H. and the isolation and the structure of atemoyacin B. Acta Chemica Sinica1995, 53, 516.

 44.  Li, J.-C., Li, Y.-L., Peng, Z.-H., Sun, X.-L., Wang, Y.-F., Wu, Y.-L.,Yao, Z.-J. Chiral syntheses of acyclic natural products from sugars. J. Chin. Chem. Soc. (Taipei) 1995, 42, 681.

 45.  Yao, Z.-J., Wu, Y.-L. Total synthesis of (10RS, 15R, 16S, 20S, 34R)-corossoline. Tetrahedron Lett. 1994, 35, 157.

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