Alkylation by Asymmetric Phase- Transfer Catalysis 张文全.

Slides:



Advertisements
Similar presentations
Lewis Basic Chiral Phosphine Organocatalysis John Feltenberger Hsung Group University of Wisconsin – Madison January 29, 2009.
Advertisements

Noyori Catalytic Asymmetric Hydrogenation Wang jiahao
CDC Reaction Involving α -C-H Bonds of Nitrogen in Amines 李南
1 Chiral Anion-Mediated Asymmetric Ion Pairing Chemistry Reporter: Zhi-Yong Han
Iron-catalyzed Cross Coupling reactions: From Rust to a Rising Star
1 D. A. Evans’ Asymmetric Synthesis — From 80’s Chiral Auxiliary to 90’s Copper Complexes and Their Applications in Total Synthesis Supervisor: Professor.
Center for Catalysis Research and Innovation
Catalytic Cross-coupling Reactions with Unactivated Alkyl Electrophiles and Alkyl Nucleophiles Heng Su 04/11/2008 Department of Chemistry Brandeis University.
Reporter: Yu Ting Huang Advising Prof: Ru Jong Jeng 1.
Masakatsu Shibasaki was born in 1947 in Japan. In 1974 he received his Ph. D. Degree from the University of Tokyo. After then he did postdoctoral studies.
Cyclic Aminal of TsDPEN: Synthesis and Use as Asymmetric Organocatalysts Rina Soni, Silvia Gosiewska, Guy Clarkson, Martin Wills * Department of Chemistry,
Enantioselective Total Synthesis of Ecteinascidin 743
The application of alkaline metal(Ca, Sr, Ba) complex as catalyst in organic chemistry 张文全 1.
From Noble Metal to Nobel Prize: Palladium-Catalyzed Coupling Reactions Giovanni Piersanti 26/10/2011 and 02/11/2011.
Introduction Asymmetric reduction of C=N bonds represents a powerful method for the asymmetric formation of chiral amines. 1 Whilst many methods exist.
Organo-metal cooperative catalysis
1 Single electron transfer reaction involving 1,3-dicarbonyl compounds and its synthetic applications Reporter: Jie Yu Oct. 31, 2009.
Recent Progress in sp 3 C-H Activation Catalyzed by Palladium Bo Yao.
化 学 系 Department of Chemistry Catellani Reaction
何玉萍 Palladium(II)-Catalyzed Alkene Functionalization.
The Career of Chao-Jun Li Guochang B.S. Zhengzhou University 1979 M.S. Chinese Academy of Science 1985 Tak-Hang ChanTak-Hang Chan Ph.D. McGill.
Career-in-review Keiji Maruoka Reporter: Li Chen Supervisor: Prof. David Zhigang Wang
Iron Catalysed Oxidation Reactions. Moftah Darwish and Martin Wills * * Department of Chemistry, University of Warwick, Coventry, CV4 7AL, UK. Conclusion:
N-Heterocyclic carbenes : A powerful tool in organic synthesis Thomas B UYCK PhD Student in Prof. Zhu Group, LSPN, EPFL Frontiers in Chemical Synthesis.
Chiral Concave N-Heterocyclic Carbenes 3 rd International Summer School “Supramolecular Systems in Chemistry and Biology“ Tim Reimers Kiel, GER.
Microwave- Assisted Synthesis of 1,3- Dimesitylimidazolinium Chloride Brittney Hutchinson Department of Chemistry, University of New Hampshire, Durham,
Buchwald-Hartwig Cross Coupling Reaction Reporter: Ying-Chieh CHAO Lecturer: Professor Guey-Sheng Liou Advisor: Professor Ru-Jong Jeng Data:2013/12/27.
1 CATALYTIC ASYMMETRIC NOZAKI- HIYAMA-KISHI REACTION: ROLE OF ORGANOCHROMIUM COMPOUNDS AND NOVEL SALEN LIGANDS A RKAJYOTI C HAKRABARTY Prof. Uday Maitra’s.
Total synthesis of 6-Deoxyerethronolide B CHEM 635 Kelsey Roberts 05/07/13 Gao, X.; Woo, S.K.; Krische M.J. J. Am. Chem. Soc. 2013, 135, 4223.
High-Oxidation-State Palladium Catalysis 报告人:刘槟 2010 年 10 月 23 日.
Total Synthesis of Communesins Jian-Zhou Huang
IMPROVED RUTHENIUM CATALYSTS FOR Z-SELECTIVE OLEFIN METATHESIS Benjamin K. Keitz, Koji Endo, Paresma R. Patel, Myles B. Herbert, and Robert H. Grubbs J.
Total Synthesis of the Antimitotic Bicyclic Peptide Celogentin C
Ye Zhu 09/02/10 Burgess’s Group Meeting Chiral Ligands On A Spiro Scaffold for Transition-Metal- Catalyzed Asymmetric Reactions Work by Prof. Zhou Qi-Lin.
Literature Meeting - Charette Group – Marc K. Janes – December 6 th 2004 ACTIVATIONS BY HYDROGEN BONDING – SUCCESS STORIES Born Rajkot, India, University.
1 Chiral Phosphoric Acids-Catalyzed Multi-Component Reactions for Synthesis of Structurally Diverse Nitrogenous Compounds Feng Shi Dec. 18th, 2010.
Vanadium-Catalyzed Selenide Oxidation with in situ [2,3] Sigmatropic Rearrangement: Scope and Asymmetric Applications Campbell Bourland February 6, 2002.
Supervisor: Yong Huang Reporter: Qian Wang Date: Magical Chiral Spirobiindane Skeletons.
Atom-Economical and Sustainable C-N Bond Formation Reactions from Alcohols and N-Sources via Catalytic Hydrogen Transfer Reactions September 15th, 2015.
Reactions Involve Sulfur Ylides 陈殿峰 陈殿峰
Asymmetric BINOL-Phosphate Derived Brønsted Acids: Development and Catalytic Mechanism Reporter: Song Feifei Supervisor: Prof. Yong Huang
Rhodium-Catalyzed Chemo- and Regioselective Decarboxylative Addition of β- Ketoacids to Allenes: Efficient Construction of Tertiary and Quaternary Carbons.
The Work Of Pr Karl A. Scheidt Group Department of Chemistry, Northwestern UniVersity, Evanston.
Redox Neutral Reactions Wang Chao Redox Economy and Redox Neutral Reactions: Angew. Chem. Int. Ed. 2009, 48, 2854 – 2867.
金属催化的氧化反应 CYP 450TauD Acc. Chem. Res. 2007, 40, 522–531.
Light and Palladium Induced Carbonylation Reactions of Alkyl Iodides Mechanism and Development Pusheng Wang Gong Group Meeting April 12 th 2014.
Recycling the Waste: The Development of a Catalytic Wittig Reaction Angew. Chem. Int. Ed. 2009, 48, 6836 –6839.
Reporter: Yang Chao Supervisor: Prof. Yong Huang The Transformation of α ‑ Diazocarbonyl Compounds.
C-H Insertion Story Justin Du Bois associate professor : University of Stanford B.S. : University of California at Berkeley (1992) Ph.D. : California Institute.
Catalytic Synthesis of α,β- Unsaturated Carbonyl Derivatives 陈殿峰
Reporter: Qinglan Liu Supervisor: Prof. Yong Huang
Nicolas Gaeng Group seminar – LSPN – 30/04/15. Structures with multiple rings connected through one atom Nomenclature proposed by Adolf Baeyer in 1900.
Enantioselective Reactions Catalyzed by Iron Complexes Pablo Pérez.
Cinchona Alkaloids : Efficient Bifunctional Organocatalyts in Asymmetric Synthesis Antonin Clemenceau Frontiers in Chemical Synthesis PhD in J. Zhu Group.
Selected examples of Domino Reactions in Total Synthesis Dagoneau Dylan Zhu Group Frontiers in Chemical Synthesis May 22 th, 2014.
Palladium-catalysed reactions involving isocyanides Reporter: Xinzheng Chen Supervisor: Prof. David Zhigang Wang
Catalytic Enantioselective Fluorination
Applications of Asymmetric PTC Alkylation to Total Synthesis
Visible light photoredox-controlled reactions of N-radicals
Recent Development in Isocyanide-Based
Transition Metal Catalyzed Amide Bond Formation
Total Synthesis of (±)-Cylindricine C
Superbisor: Yong Huang
Stereoinversion of tertiary alcohols to tertiary
学堂讲座通知 化学系 Prof. Liming Zhang 加州大学Santa Barbara分校
HONORS AND AWARDS 时间: :30 地点:礼东二楼报告厅 TITLE
Enantioselective Total Synthesis of (+)-Gelsemine
Copper Hydride Catalyzed Hydroamination of Alkenes and Alkynes
1. Palladium Catalyzed Organic Transformations
Presentation transcript:

Alkylation by Asymmetric Phase- Transfer Catalysis 张文全

Keiji Maruoka, Professor Keiji Maruoka was born in 1953 in Mie, Japan. He graduated from Kyoto University (1976) and received his Ph.D. (1980) from University of Hawaii(Thesis Director: Prof. H. Yamamoto). He became an assistant professor of Nagoya University (1980) and was promoted to a lecturer (1985) and an associate professor (1990) there. He moved to Hokkaido University as a full professor ( ), and he currently is a professor of chemistry in Kyoto University since (2007/2008). He is a board member of Chem. Commun. and is a member of the international advisory editorial board of Org. Biomol. Chem. And Chem. Asian J. His current research interests include bidentate Lewis acids in organic synthesis and practical asymmetric synthesis with chiral C2-symmetric phase-transfer catalysts and chiral bifunctional organocatalysts..

Design of Chiral Phase Transfer Catalysts for Practical Amino Acid Synthesis Design of Chiral Organocatalysts for Practical Asymmetric Synthesis Bronsted Acid Catalysts Development of Bidentate Lewis Acid Chemistry and Application to Selective Organic Synthesis

Alkylation

Pioneering work O’Donnell J. Am. Chem. Soc. 1989, 111, 2353.

Corey, E. J J. Am. Chem. Soc. 1997, 119, Lygo, B. Tetrahedron Lett. 1997, 38, 8595.

almost all of the elaborated chiral phase-transfer catalysts reported so far have been restricted to cinchona alkaloid derivatives, which unfortunately constitutes a major difficulty in rationally designing and fine-tuning catalysts to attain sufficient reactivity and selectivity for various chemical transformations under phase-transfer catalyzed conditions Design new PTC catalyst which contain C2-Symmetry J. Am. Chem. Soc. 1999, 121, 6519.

SYNLETT 2003, 12, 1931 Angew. Chem. Int. Ed. 2002, 41, 1551 T. A. 2003, 14, 1599

O.L. 2004, 6, 1429 Tetrahedron: Asymmetry 2004, 15, 1243 T.L. 2005, 46, 8555

T. A. 2006, 17, 603 classical reaction :

Adv. Synth. Catal. 2002, No. 3+4, 344,

J. Am. Chem. Soc. 2000, 122, Anaerobic Conditions is needed Synlett 2001, 7, 1185

Facile synthesis of L-Dopa tert-butyl ester Tetrahedron Lett. 2000, 41, 8339.

For two chiral binaphthyl catalysts are difficult for their fruitful modifications They design more flexible one. Angew. Chem. Int. Ed. 2002, 41, 1551

O.L. 2004, 6, 1429

Angew. Chem. Int. Ed. 2005, 44, 625

Angew. Chem. Int. Ed. 2005, 44, 1549T.L. 2005, 46, 8555

Chem. Asian J. 2008, 3, 1702

Angew. Chem. Int. Ed. 2003, 42, 3796 Other Alkylation

Angew. Chem. Int. Ed. 2003, 5, 42

J. AM. CHEM. SOC. 2005, 127, 5073

O.L. 2004, 7, 191

Adv. Synth. Catal. 2006, 348, 1539

Angew. Chem. Int. Ed. 2006, 45, 3839

O.L. 2007, 9, 3945

T.L. 2008, 49, 5461 For pioneering work :Jew, S.-s. Org. Lett. 2005, 7, Angew. Chem., Int. Ed. 2004, 43, 2383

Angew. Chem. Int. Ed. 2009, 48, 5014

conclusion design new powerful PTC catalyst which contain C2-Symmetry which is different from the cinchona skeleton expand the application of the PTC in varieties of chemcal reaction

Thank you for your attention!