Seminar

Seminar

[세미나공지] 11월 26일(목)

  • POSTED DATE : 2015-11-26
  • WRITER : 관리자
  • HIT : 3032
  • DATE : 2015-11-26
  • PLACE : 화학관 330226호

안녕하세요.


다음주 목요일(11월 26일) 세미나가 진행됩니다.               

많은 참석 부탁드립니다.

 
감사합니다.       


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제  목 :  Enantioselective Construction of α-Quaternary Cyclic Carbonyl Compounds by Catalytic Asymmetric Allylic Alkylation

연  사 :  김지민 교수 (전남대학교)

일  시 :  2015년 11월 26일 (목) 오후 4시 30분         
장  소 :  화학관 세미나실 (330226호실)

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Enantioselective Construction of α-Quaternary Cyclic Carbonyl Compounds by Catalytic Asymmetric Allylic Alkylation


The asymmetric construction of quaternary stereocenters is a topic of great interest in the organic chemistry community. Among the available methods that afford this motif, palladium-catalyzed decarboxylative allylic alkylation has proven particularly effective and, over the last decade, Stoltz group has pursued this strategy employing chiral phosphinooxazoline (PHOX) ligands. Recently, the group disclosed the highly enantioselective palladium-catalyzed decarboxylative allylic alkylation of readily available lactams and imides to form a number of 3,3-disubstituted pyrrolidinones, piperidinones, caprolactams and structurally related N-heterocyclic compounds. In addition, cyclobutanones were successfully implemented in the enantioselective allylic alkylation serving synthetic building blocks to access a variety of enantioenriched derivative compounds. In this seminar, the palladium-catalyzed asymmetric allylic alkylations in lactams, cyclic imides, and small rings such as cyclobutanones will be discussed.

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References

1. C. M. Reeves, C. Eidamshaus, J. Kim, B. M. Stoltz, “Enantioselective Construction of a-Quaternary Cyclobutanones by

   Catalytic Asymmetric Allylic Alkylation” Angew. Chem. Int. Ed. 2013, 52, 6718.

2. N. B. Bennett, D. C. Duquette, J. Kim, W.-B. Liu, A. N. Marziale, D. C. Behenna, S. C. Virgil, B. M. Stoltz, “Expanding

   Insight into Asymmetric Palladium-Catalyzed Allylic Alkylation of N-Heterocyclic Molecules and Cyclic Ketones” Chem. Eur. J.. 2013, 19, 4414.

3. D. C. Behenna, Y. Liu, T. Yurino, J. Kim, D. E. White, S. C. Virgil, B. M. Stoltz, “Palladium-Catalyzed Decarboxylative

   Allylic Alkylation of Lactams: Enantioselective Construction of Quaternary N-Heterocycles“ Nature Chem. 2012, 4, 130.