Organocatalysis Reactions With Chiral Amines. Mechanistic Aspects And Use On Organic Synthesis [reações De Organocatálise Com Aminas Quirais. Aspectos Mecanísticos E Aplicações Em Síntese Orgânica]

dc.creatorAmarante G.W.
dc.creatorCoelho F.
dc.date2009
dc.date2015-06-26T13:35:13Z
dc.date2015-11-26T15:34:28Z
dc.date2015-06-26T13:35:13Z
dc.date2015-11-26T15:34:28Z
dc.date.accessioned2018-03-28T22:43:02Z
dc.date.available2018-03-28T22:43:02Z
dc.identifier
dc.identifierQuimica Nova. , v. 32, n. 2, p. 469 - 481, 2009.
dc.identifier1004042
dc.identifier
dc.identifierhttp://www.scopus.com/inward/record.url?eid=2-s2.0-66749084422&partnerID=40&md5=6d823093b34354c8588e9686b351590a
dc.identifierhttp://www.repositorio.unicamp.br/handle/REPOSIP/92194
dc.identifierhttp://repositorio.unicamp.br/jspui/handle/REPOSIP/92194
dc.identifier2-s2.0-66749084422
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/1262991
dc.descriptionThe philosophy of organocatalysis is based on the utilization of organic compounds to catalyze organic transformations without the intervention of metals. This area has attracted much attention of the synthetic chemistry community on the last years, which can be confirmed by the explosion of published papers dealing with this subject. Phosphorus compounds, urea and thiourea derivatives, alkaloids, guanidine derivatives, for example, have already been used as organocatalysts. In this review we have focused on the use of chiral amines as organocatalyst. We have also chosen some outstanding examples to demonstrate the potentiality of this strategy in the synthesis of natural products and biologically active compounds.
dc.description32
dc.description2
dc.description469
dc.description481
dc.descriptionAlexakis, A., (2007) Chimia, 61, p. 212
dc.descriptionHajos, Z.G., Parrish, D.R., (1974) J. Org. Chem, 39, p. 1615
dc.descriptionHajos, Z. G.
dc.descriptionParrish, D. R.
dc.descriptionPatente Alemã DE 2,102,623,1978 (CA, 1978, 88, 62529)Eder, U., Sauer, G., Wiechert, R., (1971) Angew. Chem., Int. Ed, 10, p. 496
dc.descriptionEder, U.
dc.descriptionSauer, G
dc.descriptionWiechert, R.
dc.descriptionPatente Alemã DE 2014757, 1971 (CA, 1972, 76, 14180)
dc.descriptionLohray, B. B.
dc.descriptionCurr. Science 2001, 81, 1519;List, B., Lerner, R.A., Barbas III, C.E., (2000) J. Am. Chem. Soc, 122, p. 2395
dc.descriptionPara revisões em reações organocatalíticas, ver: Dalko, P. I.
dc.descriptionMoisan, L.
dc.descriptionAngew. Chem., Int. Ed. 2004, 43, 5138;Dondoni, A., Massi, A., (2008) Angew. Chem., Int. Ed, 47, p. 4638
dc.descriptionGaunt, M.J., Johansson, C.C.C., McNally, A., Vo, N.T., (2007) Drug Disc. Today, 12, p. 8
dc.descriptionList, B.
dc.descriptionChem. Rev. 2007, 107, 5413 (número especial inteiramente dedicado à Organocatálise)
dc.descriptionHouk, K. N.
dc.descriptionList, B.
dc.descriptionAcc. Chem. Res. 2004, 37, 487 (número especial inteiramente dedicado à organocatálise assimétrica)
dc.descriptionRichmond, J. P.
dc.descriptionAdv. Synth. Catal. 2004, 346, 1007 (número especial inteiramente dedicado à organocatálise)
dc.descriptionKocovsky, P.
dc.descriptionMalkov, A. V.
dc.descriptionTetrahedron 2006, 62, 243 (número especial inteiramente dedicado ao uso de organocatálise em síntese orgânica)List, B., Yang, J.W., (2006) Science, 313, p. 1584
dc.descriptionSciFinder - www.scifinder.com, acessada em Maio de 2008Danishefsky, S.J., Cain, P., (1976) J. Am. Chem. Soc, 98, p. 4975
dc.descriptionAgami, C., Meynier, E., Puchot, C., Guilhem, J., Pascard, C., (1984) Tetrahedron, 40, p. 1031
dc.descriptionNotz, W., List, B., (2000) J. Am. Chem. Soc, 122, p. 7386
dc.descriptionZhong, G., Hoffman, T., Lerner, R.A., Danishefsky, S.J., Barbas III, C.E., (1998) Angew. Chem., Int. Ed, 37, p. 2481
dc.descriptionZhong, G., Lerner, R.A., Barbas III, C.E., (1999) Angew. Chem., Int. Ed, 38, p. 3738
dc.descriptionHoang, L., Bahmanyar, S., Houk, K.N., List, B., (2003) J. Am. Chem. Soc, 125, p. 16
dc.descriptionMartin, H., Bahmanyar, S., Houk, K.N., List, B., (2003) J. Am. Chem. Soc, 125, p. 2475
dc.descriptionBahmanyar, S., Houk, K.N., (2001) J. Am. Chem. Soc, 123, p. 11273
dc.descriptionBahmanyar, S., Houk, K.N., (2001) J.Am Chem. Soc, 123, p. 12911
dc.descriptionAlleman, C., Gordillo, R., Clemente, E.R., Cheong, P.H.-Y., Houk, K.N., (2004) Acc. Chem. Res, 37, p. 558
dc.descriptionMase, N., Tanaka, E., Barbas III, C.E., (2003) Org. Lett, 5, p. 4369
dc.descriptionNorthrup, A.B., MacMillan, D.W., (2002) C
dc.descriptionJ. Am. Chem. Soc, 124, p. 6798
dc.descriptionMase, N., Tanaka, E., Barbas III, C.E., (2004) Angew. Chem., Int. Ed, 43, p. 2420
dc.descriptionNorthrup, A.B., Mangion, I.K., Hettche, E., MacMllan, D.W.C., (2004) Angew. Chem., Int. Ed, 43, p. 2152
dc.descriptionNorthrup, A.B., MacMillan, D.W.C., (2004) Science, 305, p. 1752
dc.descriptionEnders, D., Grondal, C., (2005) Angew. Chem., Int. Ed, 44, p. 1210
dc.descriptionEnders, D., Palecek, J., Grondal, C., (2006) Chem. Commun, p. 655
dc.descriptionSuri, J.E., Mitsumori, S., Albertshofer, K., Tanaka, E., Barbas III, C.E., (2006) J. Org. Chem, 71, p. 3822
dc.descriptionRamasastry, S.S.V., Zhang, H., Tanaka, E., Barbas III, C.E., (2007) J. Am. Chem. Soc, 129, p. 288
dc.descriptionRamasastry, S.S.V., Albertshofer, K., Utsumi, N., Tanaka, E., Barbas III, C.E., (2007) Angew. Chem., Int. Ed, 46, p. 5572
dc.descriptionLi, H., Wang, B., Deng, L., (2006) J. Am. Chem. Soc, 128, p. 732
dc.descriptionMandal, T., Samanta, S., Zhao, C.-G., (2007) Org. Lett, 9, p. 943
dc.descriptionMannich, C., Krosche, W., (1912) Arch. Pharm, 250, p. 647
dc.descriptionPara algumas revisões sobre essa reação veja: Kleinmann, E. E Em Comprehensive Organic Synthesis
dc.descriptionTrost, B. M.
dc.descriptionFlemming, I., eds.
dc.descriptionPergamon Press: New York, 1991, 2, chapter 4.1;Arend, M., Westermann, B., Risch, N., (1998) Angew. Chem., Int. Ed, 37, p. 1044
dc.descriptionKobayashi, S., Ishitani, H., (1999) Chem. Rev, 99, p. 1069
dc.descriptionDenmark, S., Nicaise, O.J.-C.E., (1999) Comprehensive Asymmetric Catalysis, 2, p. 93. , Jacobsen, E. N, Pfaltz, A.;Yamomoto, H, eds, Springer: Berlin
dc.description(1997) Enantioselective Synthesis of α-Amino Acids, , Juaristi, E, ed.;Weinheim: Berlin
dc.descriptionBergmeier, S.C., (2000) Tetrahedron, 56, p. 2561
dc.descriptionCórdova, A., (2004) Acc. Chem. Res, 24, p. 102
dc.descriptionPellissier, H., (2006) Tetrahedron, 62, p. 2143
dc.descriptionFriestad, G.K., Mathies, A.K., (2007) Tetrahedron, 63, p. 2541
dc.descriptionList, B., (2000) J. Am. Chem. Soc, 122, p. 9336
dc.descriptionList, B., Pojarliev, P., Biller, W.T., Martin, H., (2002) J.
dc.descriptionJ. Am. Chem. Soc, 124, p. 827
dc.descriptionNotz, W., Tanaka, E., Watanabe, S., Chowdari, N.S., Turner, J.M., Thayumanavan, R., Barbas III, C.E., (2003) J. Org. Chem, 68, p. 9624
dc.descriptionHayashi, Y., Tsuboi, W., Ashimine, I., Urushima, T., Shoji, M., Sakai, K., (2003) Angew. Chem., Int. Ed, 42, p. 3677
dc.descriptionBahmanyar, S., Houk, K.N., (2003) Org. Lett, 5, p. 1249
dc.descriptionBogevig, A., Juhl, K., Kumaragurubaran, N., Zhuang, W., Jorgensen, K.A., (2002) Angew. Chem., Int. Ed, 41, p. 1790
dc.descriptionList, B., (2002) J. Am. Chem. Soc, 124, p. 5656
dc.descriptionZhong, G.A., (2003) Angew. Chem., Int. Ed, 42, p. 4247
dc.descriptionYang, J.W., Stadler, M., List, B., (2007) Angew. Chem., Int. Ed, 46, p. 609
dc.descriptionVesely, J., Rios, R., Ibrahem, I., Córdova, A., (2007) Tetrahedron Lett, 48, p. 421
dc.descriptionZhuang, W., Saaby, S., Jorgensen, K.A., (2004) Angew. Chem., Int. Ed, 43, p. 4476
dc.descriptionHotta, N., Touota, T., Matsuoka, K., Shigeta, Y., Kikkiwa, R., Kaneko, T., Takahashi, A., Sakamoto, N., (2001) Diabetes Care, 24, p. 1776
dc.descriptionChowdari, N.S., Ahmad, M., Albertshofer, K., Tanaka, E., Barbas III, C.E., (2006) Org. Lett, 8, p. 2839
dc.descriptionWu, P., Feldman, A.K., Nugent, A.K., Hawker, C.J., Scheel, A., Voit, B., Pyun, J., Fokin, V.V., (2004) Angew. Chem., Int. Ed, 43, p. 3928
dc.descriptionHayashi, Y., Urushima, T., Aratake, S., Okano, T., Obi, K., (2008) Org. Lett, 10, p. 21
dc.descriptionSong, J., Shih, H.-W., Deng, L., (2007) Org. Lett, 9, p. 603
dc.descriptionAhrendt, K.A., Borths, C.J., MacMillan, D.W., (2000) C
dc.descriptionJ. Am. Chem. Soc, 122, p. 4243
dc.descriptionJen, W.S., Wiener, J.J.M., MacMillan, D.W.C., (2000) J. Am. Chem. Soc, 122, p. 9874
dc.descriptionAustin, J.E., MacMllan, D.W.C., (2002) J. Am. Chem. Soc, 124, p. 1172
dc.descriptionList, B., (2006) Chem. Commun, p. 819
dc.descriptionHalland, N., Aburel, P.S., Jorgensen, K.A., (2003) Angew. Chem., Int. Ed, pp. 43-661
dc.descriptionBartoli, G., Bosco, M., Carlone, A., Cavalli, A., Locatelli, M., Mazzanti, A., Ricci, P., Melchiorre, P., (2006) Angew. Chem., Int. Ed, 45, p. 4966
dc.descriptionMcCooey, S.H., Connon, S.J., (2007) Org. Lett, 9, p. 599
dc.descriptionAlbertshofer, K., Thayumanavan, R., Utsumi, N., Tanaka, E., Barbas III, C.E., (2007) Tetrahedron Lett, 48, p. 693
dc.descriptionMase, N., Thayumanavan, R., Tanaka, E., Barbas III, C.E., (2004) Org. Lett, 6, p. 2527
dc.descriptionReyes, E., Vicário, J.L., Badia, D., Carrilo, L., (2006) Org. Lett, 8, p. 6135
dc.descriptionXue, D., Chen, Y.-C., Wang, Q.-W., Cun, L.-E., Zhu, J., Deng, J.-G., (2005) Org. Lett, 7, p. 5293
dc.descriptionWang, J., Li, H., Zu, L., Wang, W., (2006) Org. Lett, 8, p. 1391
dc.descriptionWang, J., Li, H., Duan, W., Zu, L., Wang, W., (2005) Org. Lett, 7, p. 4713
dc.descriptionCao, Y.-J., Lai, Y.-Y., Wang, X., Li, Y.-J., Xiao, W.-J., (2007) Tetrahedron Lett, 48, p. 21
dc.descriptionTsogoeva, S.B., Wei, S., (2006) Chem. Commun, p. 1451
dc.descriptionLiu, K., Cui, H.-E., Nie, J., Dong, K.-Y., Li, X.-J., Ma, J.-A., (2007) Org. Lett, 9, p. 923
dc.descriptionWei, S., Yalalov, D.A., Tsogoeva, S.B., Schmatz, S., (2007) Catal Today, 121, p. 151
dc.descriptionWilson, R.M., Jen, W.S., MacMillan, D.W., (2005) C
dc.descriptionJ. Am. Chem. Soc, pp. 127-11616
dc.descriptionHagiwara, H., Kobayashi, K., Miya, S., Hoshi, T., Suzuki, T., Ando, M., Okamoto, T., Uda, H., (2002) J. Org. Chem, 67, p. 5969
dc.descriptionJuhl, K., Jorgensen, K., (2003) A.
dc.descriptionAngew. Chem, 42, p. 1498. , Int. Ed
dc.descriptionChow, S.S., Nevalainen, M., Evans, C.A., Johannes, C.W., (2007) Tetrahedron Lett, 48, p. 277
dc.descriptionAustin, J.E., MacMillan, D.W., (2002) C
dc.descriptionJ. Am. Chem. Soc, p. 124. , 12
dc.descriptionBeeson, T.D., Mastracchio, A., Hong, J.-B., Ashton, K., MacMllan, D.W.C., (2007) Science, 316, p. 582
dc.descriptionJang, H.Y., Hong, J.B., MacMillan, D.W., (2007) C
dc.descriptionJ. Am. Chem. Soc, 129, p. 7004
dc.descriptionKim, H., MacMillan, D.W., (2008) C
dc.descriptionJ. Am. Chem. Soc, 130, p. 398
dc.descriptionMorita, K., Suzuki, Z., Hirose, H., (1968) Bull Chem. Soc. Jpn, 41, p. 2815
dc.descriptionBaylis, A. B.
dc.descriptionHillman, M. E. D.
dc.descriptionDE 2155113, 1972 (CA 1972, 77, 434174)
dc.descriptionBasavaiah, D.
dc.descriptionRao, P. D.
dc.descriptionHyma, R. S.
dc.descriptionTetrahedron 1996, 52, 8001;Ciganek, E., (1997) Organic Reactions, 51, pp. 201-350. , cap. 2, p
dc.descriptionAlmeida, W.P., Coelho, E., (2000) Quim. Nova, 23, p. 98
dc.descriptionBasavaiah, D., Rao, P.D., Satyanarayana, T., (2003) Chem. Rev, 103, p. 811
dc.descriptionPara alguns exemplos do uso de adutos de Morita-Baylis-Hillman na síntese de produtos naturais e fármacos, ver: Amarante, G. W
dc.descriptionRezende, P, Cavallaro, M, Coelho, E
dc.descriptionTetrahedron Lett. 2008, 49, 3744;Silveira, G P. C
dc.descriptionCoelho, E
dc.descriptionTetrahedron Lett. 2005, 46, All
dc.descriptionCoelho, E
dc.descriptionRossi, R. C
dc.descriptionTetrahedron Lett. 2002, 43, 2797;Mateus, C.R., Coelho, E., (2005) J. Braz. Chem. Soc, 16, p. 386
dc.descriptionMasunari, A., Trazzi, G., Ishida, E., Coelho, E., Almeida, W.P., (2001) Synth. Commun, 31, p. 2127
dc.descriptionAlmeida, W.P., Coelho, E., (2003) Tetrahedron Lett, 44, p. 937
dc.descriptionHill, J.S., Isaacs, N.S., (1990) J. Phys. Org. Chem, 3, p. 285
dc.descriptionSilva, L.S., Pavam, C.H., Almeida, W.P., Coelho, E., Eberlin, M.N., (2004) Angew. Chem, Int. Ed, 43, p. 4330
dc.descriptionSantos, L.S., da Silveira Neto, B.A., Consorti, C.S., Pavam, C.H., Almeida, W.P., Coelho, E., Eberlin, M.N., Dupont, J., (2006) J. Phys. Org. Chem, 19, p. 731
dc.descriptionDrewes, S.E., Freese, S.D., Emslie, N.D., Roos, G.H.P., (1988) Synth. Commun, 18, p. 1565
dc.descriptionMarkó, I.E., Giles, P.R., Hindley, N.J., (1997) Tetrahedron, 53, p. 1015
dc.descriptionIwabuchi, Y., Nakatani, M., Yokoyama, N., Hatakeyama, S., (1999) J. Am. Chem. Soc, 121, p. 10219
dc.descriptionNakano, A., Kawahara, S., Akamatsu, S., Morokuma, K., Nakatani, M., Iwabuchi, Y., Takahashi, K., Hatakeyama, S., (2006) Tetrahedron, 62, p. 381
dc.descriptionReetz, M.T., Mondière, R., Carballeira, J.D., (2007) Tetrahedron Lett, 48, p. 1679
dc.descriptionEnders, D., Grondal, C., Hüttl, M.R.M., (2007) Angew. Chem., Int. Ed, 46, p. 1570
dc.descriptionRamachary, D.B., Chowdari, N.S., Barbas III, C.E., (2003) Angew. Chem., Int. Ed, 42, p. 4233
dc.descriptionRamachary, D.B., Barbas III, C.E., (2004) Chem. Eur. J, 10, p. 5323
dc.descriptionRamachary, D.B., Anebouselvy, K., Chowdari, N.S., Barbas III, C.E., (2004) J. Org. Chem, 69, p. 5838
dc.descriptionHalland, N., Aburel, P.S., Jorgensen, K.A., (2004) Angew. Chem., Int. Ed, 43, p. 1272
dc.descriptionPulkkinen, J., Aburel, P.S., Halland, N., Jorgensen, K.A., (2004) Adv. Synth. Catal, 346, p. 1077
dc.descriptionHuang, Y., Walji, A.M., Larsen, C.H., MacMllan, D.W., (2005) C
dc.descriptionJ. Am. Chem. Soc, 127, p. 15051
dc.descriptionWalji, A.M., MacMllan, D.W.C., (2007) Synlett, p. 1477
dc.descriptionEnders, D., Hüttl, M.R.M., Grondal, C., Raabe, G., (2006) Nature, 441, p. 861
dc.descriptionEnders, D., Huttl, M.R.M., Runsink, J., Raabe, G., Wendt, B., (2007) Angew. Chem., Int. Ed, 46, p. 467
dc.description(1988) Catalysis of Organic Reactions, , 1st ed, New York, cap.18
dc.languagept
dc.publisher
dc.relationQuimica Nova
dc.rightsaberto
dc.sourceScopus
dc.titleOrganocatalysis Reactions With Chiral Amines. Mechanistic Aspects And Use On Organic Synthesis [reações De Organocatálise Com Aminas Quirais. Aspectos Mecanísticos E Aplicações Em Síntese Orgânica]
dc.typeArtículos de revistas


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