Loading...
2017.04.03 13:37

[Thu. 6 Apr. 2017] Prof. Rong-Jie Chein/Institute of Chemistry, Academia Sinica, Nankang, Taipei, Taiwan

?

Shortcut

PrevPrev Article

NextNext Article

+ - Up Down Comment Print
?

Shortcut

PrevPrev Article

NextNext Article

+ - Up Down Comment Print
Extra Form
Speaker Prof. Rong-Jie Chein
Date Thu. 6 Apr. 2017
Time 5:00pm
Venue #633, Asan Hall, College of Science

“Hydroxy/Amine-Directed Ortho-Alkylation and Its Application

in Total Synthesis of Panduratin D”

 

 

Hydroxyl/amine-directed ortho-nucleophilic acyl alkylations of N,N-diethylarylamides have been developed using a simple reagent combination of LDA and chlorosilane. The

transformations involve: 1) a complex-induced proximity effect (CIPE) in the deprotonation step, 2) an intramolecular Peterson-type reaction of the resulting α-silyl carbanion with the amide group, and 3) fission of the final β-oxygenated/nitrogenated silyl intermediate. The study of the mechanism, as well as the application of the protocol to an anionic Hellwinkel-Snieckus-Fries rearrangement, a series of highly efficient functional group transformations, and a total synthesis of Panduratin D, a cytotoxic natural product against pancreatic cancer cells, are reported.

 

 1.JPG

 

 

 

[1] H.-J. Lo, C.-Y. Lin, M.-C. Tseng, R.-J. Chein, Angew. Chem. Int. Ed. 2014, 53, 9026.

[2] C.-Y. Lin, M.-C. Tseng, R.-J. Chein, Synlett: SYNPACTS, 2014, 25, 2827–2830.

[3] I. F. Yu, R.-J. Chein, to be submitted.

[4] S. R. Bavikar, R.-J. Chein, to be submitted.

 

 

 

 

“Chiral Tetrahydrothiophene Ligands in Asymmetric Catalysis”

 

 

Chiral sulfur ligands are becoming a versatile tool in organic chemistry due to the

blossomed development achieved in the past years. This presentation describes an

expeditious and efficient preparation of enantiopure (thiolan-2-yl)diarylmethanols and

the applications of their derivatives to catalytic and asymmetric Corey-Chaykovsky

epoxidation,1 the imino Corey-Chaykovsky aziridination,2,3 as well as the first oxathiaborenium catalyzed asymmetric Diels-Alder reaction.4,5

 

2.JPG

 

 

 

Reference

1. Wu, H.-Y.; Chang, C.-W.; Chein, R.-J. J. Org. Chem. 2013, 78, 5788-5793.

2. Huang, M.-T.; H.-Y. Wu; Chein, R.-J. Chem. Commun. 2014, 50, 1101-1103.

3. Wang, S.-H.; Chein, R.-J. Tetrahedron, 2016, 72, 2607-2615.

4. Kumar, S. N.; Yu, I. F.; Chein, R.-J. Org. Lett. 2017, 19, 22-25. (Highlighted by C&EN 2017, 95(1), 9).

5. Tsai, M.-L.; Chein, R.-J. to be submitted.

 

 

 

Prof. Rong-Jie Chein

Institute of Chemistry, Academia Sinica, Nankang, Taipei, Taiwan


  1. Fall semester 2016 Seminar Schedule

    -
    -
    Read More
  2. Spring semester 2017 Seminar Schedule

    -
    -
    Read More
  3. [Thu. 27 Apr. 2017] Seminar was canceled!

    -
    -
    Read More
  4. [Wed. 5 July. 2017] Seminar is canceled!

    -
    -
    Read More
  5. Fall semester 2017 Seminar Schedule

    -
    -
    Read More
  6. Fall semester 2018 Seminar Schedule

    -
    -
    Read More
  7. Spring semester 2019 Seminar Schedule

    -
    -
    Read More
  8. Announcements Graduate Seminar Spring Semester 2021

    .
    .
    Read More
  9. Announcement for Graduate Seminar Class, Fall Semester 2020

    Announcement for Graduate Seminar Class, Fall Semester 2020
    Announcement for Graduate Seminar Class, Fall Semester 2020
    Read More
  10. 2023 Germany-Korea On-Site Plenary Discussion on Computational Electrochemistry

    BK21 Chemistry Education Research Center
    April 17, 2023 (Mon)
    Read More
  11. April 21, 2023 (Fri) Professor Bangsun Dong

    Professor Bangsun Dong (Sogang University Department of Chemistry)
    April 21, 2023 (Fri)
    Read More
  12. April 29 (Fri) Graduate Seminar / Luther Beegle, PhD

    Luther Beegle, PhD (Principle Investigator of Perseverance Rover SHEROLC instrument, Mars 2020 mission NASA-Jet Propulsion Laboratory, California Institute of Technology)
    April 29, 2022 (Fri)
    Read More
  13. 7th Jilin-Korea-Waseda Alliance Annual Symposium

    -
    August 17 ~ 19, 2017
    Read More
  14. June 10th (Fri) Graduate Seminar / Bing Zhang, Ph.D.

    Bing Zhang, Ph.D. (Baylor College of Medicine)
    Fri, Jun 10, 2022
    Read More
  15. [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
    Read More
  16. [Fri. 16 Jun. 2017] Prof. Martin Thuo/Department of Materials Science and Engineering, Iowa State University, USA

    Prof. Martin Thuo
    Fri. 16 Jun. 2017
    Read More
  17. [Fri. 17 Mar. 2017] 9th RINS Symposium

    -
    Fri. 17 Mar. 2017
    Read More
  18. [Fri. 30 Oct. 2017] Prof. Igor Rodin/Department of Chemistry, Moscow State University, Moscow, Russia

    Prof. Igor Rodin
    Fri. 30 Oct. 201
    Read More
  19. [Fri. 17 Jun. 2016] Prof. Jianwei Sun/Remote Control in Brønsted Acid Catalysis: New Strategies for the Synthesis of Chiral Building Blocks and Medium Rings

    Prof. Jianwei Sun
    Friday 17 June 2016
    Read More
  20. February 24 (Fri) Lawrence Yoon Suk Lee

    Lawrence Yoon Suk Lee (Hong Kong Polytechnic University)
    Friday, February 24, 2023
    Read More
Board Pagination ‹ Prev 1 2 3 4 5 6 7 8 Next ›
/ 8

Designed by sketchbooks.co.kr / sketchbook5 board skin

나눔글꼴 설치 안내


이 PC에는 나눔글꼴이 설치되어 있지 않습니다.

이 사이트를 나눔글꼴로 보기 위해서는
나눔글꼴을 설치해야 합니다.

설치 Cancel

Sketchbook5, 스케치북5

Sketchbook5, 스케치북5

Sketchbook5, 스케치북5

Sketchbook5, 스케치북5

Department of Chemistry, Korea University, Tel) +82-2-3290-3120
145 Anam-ro Seongbuk-gu Seoul, 02841, Republic of Korea
Copyright(c) 2014 KOREA UNIVERSITY DEPARTMENT of CHEMISTRY. All right reserved.