세미나 Seminars

2017.05.15 14:40

[Student Host Colloquium] 1,1-Bisborylalkane: New Class of Organoboron Compound for the Chemo, Regio and Stereoselective Organic Transformations

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초청강사 Prof. Seung Hwan Cho
소속 Department of Chemistry, POSTECH, Pohang, Republic of Korea
일시 2017년 5월 18일(목) 오후5시
장소 이학관 633

“1,1-Bisborylalkane: New Class of Organoboron Compound

for the Chemo, Regio and Stereoselective Organic Transformations”

 

1,1-Organodimetallic reagents are valuable starting materials for the construction of multifunctionalized molecules. Among them, 1,1-diborylalkanes, which contain two boryl groups at the same carbon center, are particularly attractive due to their ease of handling, non-toxicity, stability, and propensity to undergo a variety of organic transformations. In this context, our lab is highly interested in the development of regio, chemo and stereoselective organic reactions using 1,1-diborylalkanes as new types of organodimetallic reagents.

In this seminar, the details about our recent findings using 1,1-diborylalkanes in a range of organic transformations will be presented including 1) copper-catalyzed SN2’-selective allylic substitution reactions of allylic chlorides with1,1-diborylalkanes 2)the chemo- and diastereoselective alkylation of N-tert-butanesulfinyl aldimines. 3) an unprecedented transition-metal-free deborylative alkylation of pyridine N-oxides using 1,1-diboryl-alkanes as alkyl sources and 4) an unusual chemoselective coupling of 1,1-diborylalkanes for the transition-metal-free borylation of aryl and vinyl halides.


 

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References

Kim, J.; Park, S.; Park, J.; Cho, S. H.* Angew. Chem., Int. Ed. 2016, 55, 1498.

Park, J.; Lee, Y. Kim, J. Cho, S. H.* Org. Lett. 2016, 18, 1210.

Cho, W.; Kim, J.; Choi, S. Cho, S. H.* Angew. Chem., Int. Ed. 2016, 55, 9690

Kim, J.; Cho, S. H.* Synlett, 2016, 27, 2525. (Invited contribution of Synpact article)

Lee, Y.; Baek, S.; Park, J.; Kim, S. T.; Tussupbayev, S.; Kim, J.; Baik, M. Cho, S. H J. Am. Chem. Soc. 2017, 139, 976.


20170518_세미나_Prof. Seung Hwan Cho(Student Host Colloquium).pdf

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