胍類催化劑綜述

1、Student: Songlin Tan1Simple Introduction2Brnsted Base Catalysis3Hydrogen-Bond-Donor and Brnsted Acid Catalysis4Lewis Base Catalysis5ConclusionGuanidine OrganocatalysisIntroductionBrnsted Base CatalysisBrnsted Base CatalysisBrnsted Base CatalysisCorey, E. J.; Grogan, M. J. Org. Lett. 1999, 1, 157.Brn

2、sted Base CatalysisTan, C.-H.Tetrahedron Lett. 2006, 47, 1007.Brnsted Base CatalysisTan, C.-H. Adv. Synth. Catal.2008, 350, 2345.Tan, C.-H. Chem. Commun. 2007, 5058.Brnsted Base CatalysisTan, C.-H.Angew. Chem. Int. Ed. 2008enantioselective protonation reactions of enolate intermediatesBrnsted Base C

3、atalysisTan, C.-H. Chem. Eur. J. 2011, 17, 8363.Brnsted Base CatalysisTan, C.-H. Angew. Chem.Int. Ed. 2012, 51, 2382Brnsted Base CatalysisBrnsted Base CatalysisJ. AM. CHEM. SOC. 9 VOL. 128, NO. 5, 2006 1455Brnsted Base Catalysis94%yield,92%eeJ. AM. CHEM. SOC. 2007, 129, 14112-14113Brnsted Base Catal

4、ysisAngew. Chem. Int. Ed. 2010, 49, 1858 1861Brnsted Base CatalysisJ. AM. CHEM. SOC. 2006, 128, 16044-16045Brnsted Base CatalysisBrnsted Base CatalysisEur. J. Org. Chem. 2008, 27592766Brnsted Base CatalysisBrnsted Base CatalysisBrnsted Base CatalysisOrg. Lett., Vol. 13, No. 19, 2011Brnsted Base Cata

5、lysisJ. AM. CHEM. SOC. 9 VOL. 132, NO. 31, 2010 10651Brnsted Base CatalysisBrnsted Base CatalysisBrnsted Base CatalysisChem. Commun., 2012, 48, 77777789Hydrogen-Bond-Donor and Brnsted Acid CatalysisHydrogen-Bond-Donor and Brnsted Acid CatalysisJ. Am. Chem. Soc. 2011, 133, 50625075Hydrogen-Bond-Donor

6、 and Brnsted Acid CatalysisHydrogen-Bond-Donor and Brnsted Acid CatalysisHETEROCYCLES, Vol. 73, 2007Hydrogen-Bond-Donor and Brnsted Acid CatalysisHydrogen-Bond-Donor and Brnsted Acid CatalysisOrg. Lett., Vol. 13, No. 12, 2011Hydrogen-Bond-Donor and Brnsted Acid CatalysisHydrogen-Bond-Donor and Brnst

7、ed Acid CatalysisChem. Eur. J. 2011, 17, 10470 10477Hydrogen-Bond-Donor and Brnsted Acid CatalysisLewis Base CatalysisLewis Base CatalysisJ. Chem. Soc., Perkin Trans. 1, 2001, 28312835Conclusion Guanidine organocatalysts have emerged as a powerful group of organic Brnsted bases over the last 15 year

8、s. Similarly, guanidinium salts have gained increasing attention as cationic, bidentate hydrogen-bonddonor catalysts with quite different, and in some cases complementary, catalytic properties as compared to the more commonly encountered thiourea catalysts. On the other hand, in the area of nucleophilic or Lewis base organocatalysis, the use of guanidines is still largely in its infancy, particularly in the organic synthesis community. The development of inexpensive