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2016.10.13 10:01

[Mon. 13 Oct. 2016] Prof. Amir H. Hoveyda/Multicomponent Catalytic Synthesis of Organoboron Compounds for Scalable Natural Product Synthesis

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Speaker Prof. Amir H. Hoveyda
Date Monday 13 October 2016
Time 5:00pm
Venue #331, Asan Hall, College of Science

“Multicomponent Catalytic Synthesis of Organoboron Compounds 

for Scalable Natural Product Synthesis”

 

Efficient catalytic reactions that generate C–C bonds enantioselectively and those that produce different types of alkenes diastereoselectively are central to research in modern chemistry. Transformations that accomplish these two tasks simultaneously in a single operation are highly prized, particularly if the catalysts, substrates and reagents are easily accessed at low cost and reaction conditions are mild. In this Lecture, we will discuss catalytic processes wherein organocopper intermediates generated in situ subsequently participate in chemo-, site- and enantioselective allylic substitution or 1,6-conjugate addition reactions. Products, which contain a stereogenic carbon center as well as a mono-substituted alkene or alkyne or an easily modifiable Z-trisubstituted alkenylboron group, are formed in up to 89% yield, with >98% branch- or 1,6:1,4 and stereoselectivity and >99:1 enantiomeric ratio. The copper-based catalysts are derived from a robust heterocyclic salt that can be prepared in multi-gram quantities from inexpensive starting materials and without costly purification procedures. Utility of the approach is showcased through enantioselective synthesis of gram quantities of several biologically active natural products.

 

Key References:

“Multifunctional Organoboron Compounds for Scalable Natural Product Synthesis,” F.Meng, K. P. McGrath, A. H. Hoveyda,Nature 2014, 513, 367.

“Catalytic Enantioselective 1,6-Conjugate Additions of Propargyl and Allyl Groups,” F.Meng, X. Li, S. Torker, Y. Shi, X. Shen, A. H. Hoveyda, Nature 2016, 537, 387.

 

Prof. Amir H. Hoveyda

Department of Chemistry, Boston College, Massachusetts, USA


List of Articles
No. Subject Speaker Date
Notice Fall semester 2017 Seminar Schedule file - -
48 Fall semester 2016 Seminar Schedule file - -
47 Spring semester 2017 Seminar Schedule file - -
46 [Fri. 17 Mar. 2017] 9th RINS Symposium file - Fri. 17 Mar. 2017
45 [Thu. 27 Apr. 2017] Seminar was canceled! - -
44 [Wed. 5 July. 2017] Seminar is canceled! - -
43 7th Jilin-Korea-Waseda Alliance Annual Symposium file - August 17 ~ 19, 2017
42 [October 10, 2017] Novel Terahertz Spectroscopies file Director Mischa Bonn Tue, October 10, 2017
41 [October 25, 2017] Ultrafast electron microscopy: applications in chemical and materials sciences Dr. Byung-Kuk Yoo October 25, 2017
40 [Fri. 13 Oct. 2017] Dr. J. Nathan Hohman/The Molecular Foundry, Lawrence Berkeley National Laboratory, California, USA Dr. J. Nathan Hohman Fri. 13 Oct. 2017
39 [Thu. 26 Oct. 2017] Dr. Jung-Nyoung Heo/Center for Medicinal Chemistry Research, Korea Research Institute of Chemical Technology, Daejeon, Korea Dr. Jung-Nyoung Heo Thu. 26 Oct. 2017
38 [Thu. 13 Apr. 2017] Dr. Wan Ki Bae/Photoelectronic Hybrid Research Center, Korea Institute of Science and Technology, Seoul, Korea Dr. Wan Ki Bae Thu. 13 Apr. 2017
» [Mon. 13 Oct. 2016] Prof. Amir H. Hoveyda/Multicomponent Catalytic Synthesis of Organoboron Compounds for Scalable Natural Product Synthesis Prof. Amir H. Hoveyda Monday 13 October 2016
36 [Thu. 11 May. 2017] Prof. Andreas Heinrich/IBS Research, Center for Quantum Nanoscience, Seoul, South Korea Prof. Andreas Heinrich Thu. 11 May. 2017
35 [Thu. 22 Sep. 2016] Prof. Anna Lee/Organocatalyzed Asymmetric Reactions Prof. Anna Lee Thursday 22 September 2016
34 [Thu. 20 Oct. 2016] Prof. Chan Hyuk Kim/Novel Small Molecule-based Approaches for Cancer Immunotherapy Prof. Chan Hyuk Kim Thursday 20 October 2016
33 [Thu. 14 Sep. 2017] Prof. Dokyoung Kim/Department of Anatomy and Neurobiology, Kyung Hee University, Seoul Prof. Dokyoung Kim Thu. 14 Sep. 2017
32 [Thu. 28 Sep. 2017] Prof. Eunsung Lee/Department of Chemistry, POSTECH and Center for Self–assembly and Complexity, Institute for Basic Science (IBS), Pohang, Republic of Korea Prof. Eunsung Lee Thu. 28 Sep. 2017
31 [Thu. 16 Nov. 2017] Prof. Hyungjun Kim/Department of Chemistry, and Graduate school of Energy, Environment, Water, and Sustainability (EEWS), KAIST, Daejeon, Korea Prof. Hyungjun Kim Thu. 16 Nov. 2017
30 [Fri. 30 Oct. 2017] Prof. Igor Rodin/Department of Chemistry, Moscow State University, Moscow, Russia Prof. Igor Rodin Fri. 30 Oct. 201
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