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单击此处编辑母版标题样式,单击此处编辑母版文本样式,第二级,第三级,第四级,第五级,*,醛酮,-胺氧化，羟胺化反应,研究进展,报告人： 黄 俊,2008. 9. 26,1,光活性的-羟基醛酮结构单元存在于很多重要的天然产物中，而且是很重要的合成子。醛酮的-羟胺化反应是构建光活性的-羟基醛酮结构单元的一个很新颖的方法。,2,Hisashi Yamamoto was born in Kobe, Japan, in 1963. He received his Bachelors degree from Kyoto University in 1967, where he got his start in a research group headed by Prof. H. Nozaki. Professor Yamamoto received his Ph.D. from Harvard University under mentorship of Corey.,Yamamoto has become aware of the importance of chiral Lewis acids in asymmetric synthesis. In 1985, he first introduced binaphthol as a ligand for chiral Lewis acid catalysts. This work was the forerunner of a vast amount of present-day research on the binaththol based chiral Lewis acid catalyst. More recently, silver catalyzed ene and aldol reactions were reported which are remarkably effective in a series of asymmetric transformations. To date, Professor Yamamoto has co-authored over 400 publications and 100 reviews.,Hisashi Yamamoto,3,Hisashi Yamamotos outstanding work on nitroso aldol recation,1. Momiyama, N.;,Yamamoto, H,.,Angew. Chem. Int. Ed.,2002,41, 2986.,2. Momiyama, N.;,Yamamoto, H,.,J. Am. Chem. Soc.,2003,125,6038.,3. Momiyama, N.;,Yamamoto, H.,J. Am. Chem. Soc.,2005,127,1080.,4. Momiyama, N.; Torii, H.; Saito, S.;,Yamamoto, H,.,Pans,2005,101,5374.,5. Yamamoto Y.; Momiyama, N.;,Yamamoto, H,.,J. Am. Chem. Soc.,2004,126,5962.,6. Momiyama, N.;,Yamamoto, H,.,Org.Lett,2004,126,5962.,7. Momiyama, N.;,Yamamoto, H.,J. Am. Chem. Soc.,2004,126,5360.,4,Armando Cordova,:,The Arrhenius Laboratory of Stockholm University,1. Bgevig, A.; Sundn, H.;,Crdova, A.,Angew. Chem. Int. Ed.,2004,43, 1109.,2.,Crdova, A,.;,Johansson, M.; Bgevig, A.; Sundn, H.;,Chem. Eur. J.,2004,10, 3673.,3. Sundn, H.; Dahin, N.; Ibrabem, I.; Adolfsson, H.;,Crdova, A.,Teterahedron. Letters.,2005,46, 3385.,5,手性lewis酸催化的,a,-胺氧化反应,Angew. Chem .Int. Ed,2002,41, 2986,Yamamotos work,Yield:37-94%,6,Yamamotos work,J. Am . Chem. Soc,2003,125,6038,7,Yamamotos work,J. Am . Chem. Soc,2005,127,1080,8,脯胺酸及其衍生物催化的,a,-胺氧化反应,Angew. Chem .Int. Ed,2003,42, 4247,Zhong guofu and Macmillans work,J. Am . Chem. Soc,2003,125,10808,9,Hayashi and Cordovas work,10,Hayashis work:,11,Tetrahedron letters,2005, 46, 3385.,12,Tetrahedron letter,47(,2006,),9067,13,Yamamotos work,Pans,2005,101,5374.,14,J. Am . Chem. Soc,2006,128,6046,Maruokas work,手性Lewis碱催化的醛酮-羟胺化反应,15,手性Lewis酸催化的醛酮-羟胺化反应,16,手性Lewis碱催化的醛酮-羟胺化,17,Mechanism:,Org. Lett.,2002,4, 3579,18,19,Summary and Outlook:,The catalytic, asymmetric,-amination and oxygenation of carbonyl compounds represents a valuable advance in synthetic methodology.,A deeper understanding of the mechanism and the factors that govern O versus N selectivity with nitroso compounds will allow for innovation in catalyst design .,In addition, more convenient electrophilic sources of nitrogen and oxygen along with broadened and general substrate scope would be a welcome advance.,20,Thanks!,21,
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