세미나 Seminars

2017.06.02 14:34

6월8일(목) 대학원세미나 Prof. Won-jin Chung(Department of Chemistry, GIST, Gwangju, Republic of Korea)

?

단축키

Prev이전 문서

Next다음 문서

+ - Up Down Comment Print Files
?

단축키

Prev이전 문서

Next다음 문서

+ - Up Down Comment Print Files
Extra Form
초청강사 Prof. Won-jin Chung
소속 Department of Chemistry, GIST, Gwangju, Republic of Korea
일시 2017년 6월 8일(목) 오후5시
장소 이학관 633

“Part 1. A Catalytic Enantioselective Glycolate Aldol Reaction

via Lewis Base Activation of Lewis Acids”

 

Part 1. A general, efficient, Lewis-base catalyzed enantioselective addition of glycolate-derived silyl ketene acetals to a wide range of aldehydes will be presented. Both syn- and anti-diastereomers are accessible without changing the catalyst or controlling the geometry of the silyl ketene acetal. Simple modification of the size of alkyl groups on the silyl ketene acetal is sufficient to reverse the stereochemical course of the addition. The observed diastereoselectivity and reactivity could be rationalized by the analysis of six open transition state structures with the aid of computational analysis.

 

1.png



 

“Part 2. A General Enantioselective Approach to

the Chemical Synthesis of the Chlorosulfolipids”

 

Part 2. A concise and general approach has been developed for the enantioselective synthesis of three structurally related chlorosulfolipids. Key advances include highly stereocontrolled additions to a,b-dichloroaldehydes, kinetic resolution of complex chlorinated vinyl epoxide intermediates, and Z-selective alkene cross metathesis of cis-vinyl epoxides. This strategy facilitated the synthesis of enantioenriched danicalipin A, mytilipin A, and malhamensilipin A in nine, eight, and eleven steps, respectively.

 

2.png



References

1. Chung, W.-j.; Carlson, J. S.; Vanderwal, C. D. J. Org. Chem. 2014, 79, 22262241.

2. Chung, W.-j.; Vanderwal, C. D. Acc. Chem. Res. 2014, 47, 718728.

3. Chung, W.-j.; Carlson, J. S.; Bedke, D. K.; Vanderwal, C. D. Angew. Chem. Int. Ed. 2013, 52, 1005210055.

4. Denmark, S. E.; Chung, W.-j. J. Org. Chem. 2008, 73, 45824595.

5. Denmark, S. E.; Chung, W.-j. Angew. Chem. Int. Ed. 2008, 47, 18901892.


20170608_세미나_Prof. Won-jin Chung.pdf


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 취소

Sketchbook5, 스케치북5

Sketchbook5, 스케치북5

Sketchbook5, 스케치북5

Sketchbook5, 스케치북5