Chiral Allylsilane Additions To Chiral N-boc-α-amino Aldehydes

dc.creatorDias L.C.
dc.creatorMeira P.R.R.
dc.date2000
dc.date2015-06-30T19:50:09Z
dc.date2015-11-26T14:47:01Z
dc.date2015-06-30T19:50:09Z
dc.date2015-11-26T14:47:01Z
dc.date.accessioned2018-03-28T21:57:09Z
dc.date.available2018-03-28T21:57:09Z
dc.identifier
dc.identifierSynlett. , v. , n. 1, p. 37 - 40, 2000.
dc.identifier9365214
dc.identifier
dc.identifierhttp://www.scopus.com/inward/record.url?eid=2-s2.0-0033978057&partnerID=40&md5=791989f363fcf6566fbf2edc5b071b56
dc.identifierhttp://www.repositorio.unicamp.br/handle/REPOSIP/107184
dc.identifierhttp://repositorio.unicamp.br/jspui/handle/REPOSIP/107184
dc.identifier2-s2.0-0033978057
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/1253097
dc.descriptionAddition of chiral allylsilane 4 to chiral N-Boc-α-amino aldehydes in the presence of SnCl4 in CH2Cl2 at -78 °C affords 1,2-syn homoallylic alcohols, potential intermediates for the synthesis of hydroxyethylene peptide isosteres. The diastereoselectivity depends on the aldehyde absolute configuration, with (R)-α-aminoaldehydes (matched case/anti-Felkin addition) exhibiting higher stereoselectivity than its enantiomer (mismatched case/Felkin addition).
dc.description
dc.description1
dc.description37
dc.description40
dc.descriptionVacca, J.P., Condra, J.H., (1997) Drug Discovery Today, 2, p. 261
dc.descriptionSteele, F.R., (1996) Nature Med., 2, p. 257
dc.descriptionRich, D.H., Peptidase inhibitors (1990) Comprehensive Medicinal Chemistry, 2, p. 391. , Sammer, P. G., Ed.
dc.descriptionPergamon: Oxford
dc.descriptionGreenlee, W., (1990) J. Med. Res. Rev., 10, p. 173
dc.descriptionHuff, J.R., (1991) J. Med. Chem., 34, p. 2305
dc.descriptionMartin, J.A., (1992) Antiviral Res., 17, p. 265
dc.descriptionD'Aniello, F., Taddei, M.J., (1992) Org. Chem., 57, p. 5247
dc.descriptionD'Aniello, F., Géhanne, S., Taddei, M., (1992) Tetrahedron Lett., 33, p. 5621
dc.descriptionD'Aniello, F., Mann, A., Mattii, D., Taddei, M., (1994) J. Org. Chem., 59, p. 3762
dc.descriptionVara Prasad, J.V.N., Rich, D.H., (1991) Tetrahedron Lett., 32, p. 5857
dc.descriptionVara Prasad, J.V.N., Rich, D.H., (1990) Tetrahedron Lett., 31, p. 1803
dc.descriptionDias, L.C., Giacomini, R., (1998) Tetrahedron Lett., 39, p. 5343
dc.descriptionDias, L.C., Giacomini, R., (1998) J. Braz, Chem. Soc., 9, p. 357
dc.descriptionDias, L.C., Meira, P.R.R., Ferreira, E., (1999) Org. Lett., 1, pp. 1335-1338
dc.descriptionFehrentz, J.-A., Castro, B., (1983) Synthesis, 676
dc.descriptionSaari, W.S., Fisher, T.E., (1990) Synthesis, p. 453
dc.descriptionIto, A., Takahashi, R., Baba, Y., (1975) Chem Pharm. Bull., 23, p. 3081
dc.descriptionGarner, P., Park, J.M., (1987) J. Org. Chem., 52, p. 2361
dc.descriptionJurczak, J., Golebiowski, A., (1989) Chem. Rev., 89, p. 149
dc.descriptionPanek, J.S., Liu, P., (1997) Tetrahedron Lett., 38, p. 5127
dc.descriptionnotenoteEvans, D.A., Coleman, P.J., Dias, L.C., (1997) Angew. Chem., Int. Ed. Engl., 36, p. 2737
dc.descriptionMasamune, S., Choy, W., Petersen, J.S., Sita, L.R., (1985) Angew Chem., Int. Ed. Engl., 24, p. 1
dc.descriptionBenedetti, F., Miertus, S., Norbedo, S., Tossi, A., Zlatoidzky, P., (1997) J. Org. Chem., 62, p. 9348
dc.descriptionKiyooka, S., Nakano, M., Shiota, F., Fujiyama, R., (1989) J. Org. Chem., 54, p. 5409
dc.descriptionRoush, W.R., Palkowitz, A.D., Ando, K., (1990) J. Am. Chem. Soc., 112, p. 6348
dc.descriptionnote
dc.languageen
dc.publisher
dc.relationSynlett
dc.rightsaberto
dc.sourceScopus
dc.titleChiral Allylsilane Additions To Chiral N-boc-α-amino Aldehydes
dc.typeArtículos de revistas


Este ítem pertenece a la siguiente institución