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COSAM » COSAM Faculty » Chemistry and Biochemistry » Ming Chen » Research » Publications

Publications

47. Jichao Chen, Evangelos Miliordos, Ming Chen*, “Highly Diastereo- and Enantioselective Synthesis of 3,6’-Bisborylanti-1,2-oxaborinan-3-enes: An Entry to Enantioenriched Homoallylic Alcohols with A Stereodefined Trisubstituted Alkene,Angew. Chem. Int. Ed. 2021, 60, 840.

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46. Shang Gao, Meng Duan, Qianzhen Shao, K. N. Houk*, Ming Chen*, “Development of α,α-Disubstituted Crotylboronate Reagents and Stereoselective Crotylation via Brønsted or Lewis Acid Catalysis,J. Am. Chem. Soc. 2020, 142, 18355.

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45. Shang Gao, Meng Duan, K. N. Houk*, Ming Chen*, "Chiral Phosphoric Acid Dual‐Function Catalysis: Asymmetric Allylation with α‐Vinyl Allylboron Reagents,Angew. Chem. Int. Ed. 2020, 59, 10540.

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44. Jiaming Liu, Ming Chen*,"Enantioselective anti- and syn-(Borylmethyl)allylation of Aldehydes via Brønsted Acid Catalysis,Org. Lett. 2020, 22, 8967.

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43. Jichao Chen, Ming Chen*, “Enantioselective Syntheses of (Z)-6’-Boryl-anti-1,2-oxaborinan-3-enes via a Dienylboronate Protoboration and Asymmetric Allylation Reaction Sequence,Org. Lett. 2020, 22, 7321.

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42. Shang Gao, Ming Chen*, "Enantioselective Syntheses of 1,4-Pentadien-3-yl Carbinols via Brønsted Acid Catalysis,Org. Lett. 2020, 22, 400.

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41. Jiaming Liu, Xinbo Tong, Ming Chen*, "Allylboration of Ketones and Imines with a Highly Reactive Bifunctional Allyl Pinacolatoboronate Reagent,J. Org. Chem. 2020, 85, 5193.

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40. Jichao Chen, Shang Gao, Ming Chen*, “Cu-Catalyzed C-C Bond Formation of Vinylidene Cyclopropanes with Carbon Nucleophiles,” Chem. Sci. 2019, 10, 10601.

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39. Shang Gao, Ming Chen*, “alfa-Silicon Effect Assisted Curtin-Hammett Allylation Using Allylcopper Reagents Derived from 1,3-Dienylsilanes,Chem. Sci. 2019, 10, 7554.

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38. Shang Gao, Jichao Chen, Ming Chen*, “(Z)-α-Boryl-crotylboron Reagents via Z-Selective Alkene Isomerization and Application to Stereoselective Syntheses of (E)-δ-Boryl-syn-homoallylic Alcohols,Chem. Sci. 2019, 10, 3637.

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37. Shang Gao, Ming Chen*, “Catalytic Carboboration of Dienylboronate for Stereoselective Synthesis of (E)-γ’,δ-Bisboryl-anti-Homoallylic Alcohols,Chem. Commun. 2019, 11199.

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36. Jichao Chen, Shang Gao, Ming Chen*, “Stereoselective Syntheses of γ,δ-Bifunctionalized Homoallylic Alcohols and Ethers via Chemoselective Allyl Addition to Aldehydes, Org. Lett. 2019, 21, 9893.

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35. Jichao Chen, Shang Gao, Ming Chen*, “Cu-Catalyzed Vinylidene Cyclopropane Borylation and Silylation for the Syntheses of Propargylic Silane and Boron Compounds,Org. Lett. 2019, 21, 8800.

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34. Mengzhou Wang, Shang Gao, Ming Chen*, “Stereoselective Syntheses of (E)-γ’,δ-Bisboryl Substituted syn-Homoallylic Alcohols via Chemoselective Aldehyde Allylboration, Org. Lett. 2019, 21, 2151.  

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33. Jichao Chen, Shang Gao, Ming Chen*, “Stereoselective Syntheses of γ-Boryl Substituted syn-β-Alkoxy- and syn-β-Amino-homoallylic Alcohols via a Regio- and Stereoselective Allene Diboration and Aldehyde Allylboration Reaction Sequence,Org. Lett. 2019, 21,4638.

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32. Jiaming Liu, Shang Gao, Ming Chen*, "Preparation of Bifunctional Allylboron Reagent and Application to Aldehyde Allylboration," Org. Process Res. Dev. 2019, 23, 1659 (Invited contribution honoring 25 years of the Buchwald-Hartwig amination).

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31. Jiaming Liu, Shang Gao, Ming Chen*, “Enantioselective Syntheses of (E)-γ,δ-Disubstituted Homoallylic Alcohols via BF3OEt2-Catalyzed Aldehyde Allylboration and Analysis of the Origin of E-selectivity: A1,2 Allylic Strain vs. syn-Pentane Interaction,Tetrahedron 2019, 75, 4110 (Invited contribution in honor of Professor John Hartwig for his 2019 Tetrahedron Prize).

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  1. Shang Gao, Mengzhou Wang, Ming Chen*, “Syntheses of Unsymmetrical 1,4-Bifunctional Allylboron Reagents via Cu-Catalyzed Highly Regio- and Stereoselective 1,4-Protoboration of Dienylboronates and Analysis of the Origin of Chemoselective Aldehyde syn-(Hydroxymethyl)allylation,Org. Lett. 2018, 20, 7921.

Publication

 

  1. Shang Gao, Ming Chen*, “Enantioselective syn- and anti-Alkoxyallylation of Aldehydes via Brønsted Acid Catalysis, Org. Lett. 2018, 20, 6174.

Publication

 

  1. Mengzhou Wang, Shahriar Khan, Evangelos Miliordos, Ming Chen*, “Enantioselective Allenylation of Aldehydes via Brønsted Acid Catalysis,Adv. Synth. Catal. 2018, 360, 4634.

Publication

 

  1. Mengzhou Wang, Shahriar Khan, Evangelos Miliordos, Ming Chen*, “Enantioselective Syntheses of Homopropargylic Alcohols via Asymmetric Allenylboration,Org. Lett. 2018, 20, 3810.

Publication

 

Prior to Auburn University

26. Jin, Y.; Chen, M.; Ge, S.; Hartwig, J. F., “Palladium-catalyzed, enantioselective α-arylation of α-fluorooxindoles,” Org. Lett. 2017, 19, 1390.

25. Chen, M.; Hartwig, J. F., “Iridium-catalyzed regio- and enantioselective allylic substitution of trisubstituted allylic electrophiles,” Angew. Chem. Int. Ed. 2016, 55, 11651.

24. Chen, M.; Hartwig, J. F., “Iridium-catalyzed enantioselective allylic substitution of silyl enolates from vinylogous esters and amides,” J. Am. Chem. Soc. 2015, 136, 13972.

23. Chen, W.; Chen, M.; Hartwig, J. F., “Diastereo- and enantioselective iridium-catalyzed allylation of cyclic ketone enolates: synergetic effect of ligands and barium Enolates,” J. Am. Chem. Soc. 2014, 136, 15825.

22. Chen, M.; Hartwig, J. F., “Iridium-catalyzed regio- and enantioselective allylic substitution of silyl dienolates derived from dioxinones,” Angew. Chem. Int. Ed. 2014, 53, 12172.

21. Chen, M.; Hartwig, J. F., “Iridium-catalyzed enantioselective allylic substitution of unstabilized enolates derived from a, b-unsaturated ketones,” Angew. Chem. Int. Ed. 2014, 53, 8691.

20. Chen, M.; Roush, W. R., “Enantioselective synthesis of (Z)-2-methyl-1,5-anti- and (E)-2-methyl-1,5-anti-pentenediols via allene hydroboration-double allylboration reaction sequences,” J. Am. Chem. Soc. 2013, 135, 9512.

19. Chen, M.; Roush, W. R., “Enantioselective synthesis of (E)-d-silyl-anti-homoallylic alcohols via enantiodivergent hydroboration-crotylboration reaction sequence of a racemic allenylsilane,” Org. Lett. 2013, 15, 1662.

18. Chen, M.; Roush, W. R., “Enantiodivergent hydroboration reactions of a racemic allenylsilane with diisopinocampheylborane and Curtin-Hammett controlled double asymmetric crotylboration reactions of (S)-(E)-a-phenyldimethylsilyl-(ddiisopinocamphe-yl)-crotylborane,”Tetrahedron 2013, 69, 7551.

17. Tsai, A. S.; Chen, M.; Roush, W. R., “Chiral Brønsted acid catalyzed enantioselective synthesis of anti-homopropargyl alcohols via kinetic resolution-aldehyde allenylboration using racemic allenylboronates,” Org. Lett. 2013, 15, 1568.

16. Chen, M.; Roush, W. R., “Crotylboron-based synthesis of the polypropionate units of chaxamycins A/D, salinisporamycin and rifamycin S,” J. Org. Chem. 2013, 78, 3.

15. Chen, M.; Roush, W. R., “Enantioselective synthesis of anti- and syn-homopropargyl alcohols via chiral Brønsted acid catalyzed asymmetric allenylboration reactions,” J. Am. Chem. Soc. 2012, 134, 10947.

14. Chen, M.; Roush, W. R., “Highly stereoselective synthesis of anti, anti-stereotriads: A solution to challenging mismatched double asymmetric crotylboration reactions,” J. Am. Chem. Soc. 2012, 134, 3925.

13. Han, J.-L.; Chen, M.; Roush, W. R., “Diastereo- and enantioselective synthesis of (E)-2-methyl-1,2-syn- and (E)-2-methyl-1,2-anti-3-pentenediols via allenylboronate kinetic resolution with (dIpc)2BH and aldehyde allylboration,” Org. Lett. 2012, 14, 3028.

12. Chen, M.; Roush, W. R., “Enantioselective synthesis of (+)-crocacin C. An example of a highly challenging mismatched double asymmetric δ-stannylcrotylboration reaction,” Org. Lett. 2012, 14, 1880.

11. Chen, M.; Roush, W. R., “Enantioselective synthesis of (−)-basiliskamide A,” Org. Lett. 2012, 14, 1556.

10. Chen, M.; Roush, W. R., “Total synthesis of tirandamycin C,” Org. Lett. 2012, 14, 426.

9. Chen, M.; Roush, W. R. “Enantioconvergent hydroboration of a racemic allene: enantio-selective synthesis of (E)-d-stannyl-anti-homoallylic alcohols via aldehyde crotylboration,” J. Am. Chem. Soc. 2011, 133, 5744.

Chen, M.; Roush, W. R., “Enantioselective syntheses of syn- and anti-β-hydroxy-allylsil-anes via allene hydroboration-aldehyde allylboration reactions,” Org. Lett. 2011, 13, 1992.

7. Stewart, P.; Chen, M.; Roush, W. R.; Ess, D., “Thermodynamic control of 1,3-boratropic shifts of a- and γ-stannyl-substituted allylboranes: hyperconjugation outweighs steric effects,” Org. Lett. 2011, 13, 1478.

6. Chen, M.; Ess, D. H.; Roush, W. R., “Enantioselective synthesis of (E)-d-stannyl homo-allylic alcohols via aldehyde allylboration using a-stannylallylboranes generated by allene hydroboration followed by a highly diastereoselective 1,3-boratropic shift,” J. Am. Chem. Soc. 2010, 132, 7881.

5. Chen, M.; Roush, W. R., “Highly (E)-selective BF3×OEt2 promoted allylboration of chiral nonracemic a-substituted allylboronate and analysis of the origin of stereocontrol,” Org. Lett. 2010, 12, 2706.

4. Chen, M.; Handa, M.; Roush, W. R., “Enantioselective synthesis of 2-methyl-1,2-syn- and 2-methyl-1,2-anti-3-butenediols via allene hydroboration−aldehyde allylboration reaction sequences,” J. Am. Chem. Soc. 2009, 131, 14602.

3. Ess, D. H.; Kister, J.; Chen, M.; Roush, W. R., “Origin of thermodynamic versus kinetic control of allene hydroboration with 9-borabicyclo[3.3.1]nonane and 10(R)-trimethylsilyl- 9-borabicyclo[3.3.2]decane,” Org. Lett. 2009, 11, 5538.

2. Ess, D. H.; Kister, J.; Chen, M.; Roush, W. R., “Quantum-mechanical study of 10-R-9- borabicyclo[3.3.2]decane alkene hydroboration,” J. Org. Chem. 2009, 74, 8626.

1. Bates, R. H.; Chen, M.; Roush, W. R., “Applications of chiral allylmetallating agents toward the synthesis of oxygen heterocycles,” Opin. Drug Disc. Dev. 2008, 11, 778.

 



Last Updated: 02/22/2021