主 讲 人 :Yoshihiro Sato教授(日本北海道大学)
报告题目: Utilization of CO2 as a C1 Building Block in Organic Synthesis
报告时间: 2017年11月19日(周日)上午10:00
报告地点: 下沙校区D楼408室
Yoshihiro Sato教授
1
Yoshihiro Sato,日本北海道大学教授,药学院院长。1984-1988年,北海道大学学士;1990年,获北海道大学硕士学位;1993年,获北海道大学博士学位。1990-1997年,任北海道大学助理研究员。1997-1998年,在美国斯坦福大学做博士后研究,师从于美国科学院院士Paul A. Wender教授。1999年任北海道大学讲师,2001年晋升为副教授,2004年晋升为教授,2017年任职药学院院长。Yoshihiro Sato 教授主要从事有机合成、有机金属催化等方向的研究。先后获得The Pharmaceutical Society of Japan Award for Young Scientists, Banyu Young Chemist Award, Thieme Journal Award, ACP Lectureship Awards等荣誉。
Abstract: Carbon dioxide (CO2) is attractive to synthetic organic chemists as an abundant, cheap, and non-toxic carbon source, and the utilization of CO2 as a C1 buliding blocks in synthetic organic chemistry should bring us a great advantage, especially for realizing the environmentally benign processes. However, CO2 is very stable chemical substances, and how we can bring out the reactivity of CO2 is important. CO2 has mainly two reactivities; one is electrophilicity of the center carbon of CO2, and the other is that C=O double bond can be activated by transition metal complexes. With respect to the former reactivity, we recently developed the synthesis of a-amino acids by the reaction of a-amino metal species, prepared from a-amino sulfone and bimetallic reagent such as TMS-SnBu31 or pinB-SiMe2Ph2, with CO2. More recently, we reported the transition metal-catalyzed carboxylation of nucleophilic p-ally metal species using CO2.3,4 With respect to the latter reactivity, we developed the synthesis of a chiral b-amino acids5 or b-aryloxy carboxylic acids6 through combination of nickel-catalyzed carboxylation of ynamides or aryl ynol ethers and rhodium-catalyzed asymmetric hydrogenation of the resultant carboxylated product. In this lecture, these reactions and the current results will be discussed.
References
1. Mita, T.; Chen, J.; Sugawara, M.; Sato, Y. Angew. Chem. Int. Ed. 2011, 50, 1393.
2. Mita, T.; Chen, J.; Sugawara, M.; Sato, Y. Org. Lett. 2012, 14, 6202.
3. Mita, T.; Higuchi, Y.; Sato, Y. Chem. Eur. J. 2015, 21, 16391.
4. Michigami, K.; Mita, T.; Sato, Y. J. Am. Chem. Soc. 2017, 139, 6094
5. Saito, N.; Abdullah, I.; Hayashi, K.; Hamada, K.; Koyama, M.; Sato, Y. Org. Biomol. Chem. 2016, 14, 10080.
6. Saito, N.; Sun, Z.; Sato, Y. Chem. Asian J. 2015, 10, 1170.
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