메뉴 건너뛰기




Volumn 77, Issue 1, 2011, Pages 20-29

N-Phosphinyl Imine Chemistry (I): Design and Synthesis of Novel N-Phosphinyl Imines and their Application to Asymmetric aza-Henry Reaction

Author keywords

Aza Henry reaction; Chiral N phosphinamide; GAP (Group Assistant Purification) chemistry; N phosphinyl imines

Indexed keywords

AMIDE; ELECTROPHILE; HEXANE; IMINE; N PHOSPHINAMIDE; N PHOSPHINYL IMINE; UNCLASSIFIED DRUG;

EID: 78650133416     PISSN: 17470277     EISSN: 17470285     Source Type: Journal    
DOI: 10.1111/j.1747-0285.2010.01047.x     Document Type: Article
Times cited : (41)

References (62)
  • 1
    • 38349135345 scopus 로고    scopus 로고
    • Small-molecule H-bond donors in asymmetric catalysis
    • Doyle A.G., Jacobsen E.N. (2007) Small-molecule H-bond donors in asymmetric catalysis. Chem Rev;107:5713-5743.
    • (2007) Chem Rev , vol.107 , pp. 5713-5743
    • Doyle, A.G.1    Jacobsen, E.N.2
  • 2
    • 84890980810 scopus 로고    scopus 로고
    • Acetylene Chemistry: Chemistry, Biology and Material Science
    • In: Diederich F., Stang P.J., Tykwinski R.R., Editors. Weinheim: Wiley
    • Aschwanden P., Carreira E.M. (2005) Addition of terminal acetylides to C=O and C=N electrophiles. In: Diederich F., Stang P.J., Tykwinski R.R., Editors. Acetylene Chemistry: Chemistry, Biology and Material Science. Weinheim: Wiley; p. 101-138.
    • (2005) Addition of terminal acetylides to C=O and C=N electrophiles , pp. 101-138
    • Aschwanden, P.1    Carreira, E.M.2
  • 3
    • 38049062493 scopus 로고    scopus 로고
    • Enantiomerically enriched allylic alcohols and allylic amines via C-C bond-forming hydrogenation: asymmetric carbonyl and imine vinylation
    • Skucas E., Ngai M.-Y., Komanduri V., Krische M.J. (2007) Enantiomerically enriched allylic alcohols and allylic amines via C-C bond-forming hydrogenation: asymmetric carbonyl and imine vinylation. Acc Chem Res;40:1394-1401.
    • (2007) Acc Chem Res , vol.40 , pp. 1394-1401
    • Skucas, E.1    Ngai, M.2    Komanduri, V.3    Krische, M.J.4
  • 5
    • 70149092525 scopus 로고    scopus 로고
    • Pyridylalanine (Pal)-Peptide catalyzed enantioselective allenoate additions to N-Acyl imines
    • Cowen B.J., Saunders L.B., Miller S.J. (2009) Pyridylalanine (Pal)-Peptide catalyzed enantioselective allenoate additions to N-Acyl imines. J Am Chem Soc;131:6105.
    • (2009) J Am Chem Soc , vol.131 , pp. 6105
    • Cowen, B.J.1    Saunders, L.B.2    Miller, S.J.3
  • 6
    • 33846550172 scopus 로고    scopus 로고
    • Proline-catalyzed mannich reaction of aldehydes with N-Boc-imines
    • Yang J.W., Stadler M., List B. (2007) Proline-catalyzed mannich reaction of aldehydes with N-Boc-imines. Angew Chem Int Ed;46:609.
    • (2007) Angew Chem Int Ed , vol.46 , pp. 609
    • Yang, J.W.1    Stadler, M.2    List, B.3
  • 7
    • 62849089361 scopus 로고    scopus 로고
    • Ag-catalyzed diastereo- and enantioselective vinylogous mannich reactions of α-ketoimine esters. Development of a method and investigation of its mechanism
    • Wieland L.C., Vieira E.M., Snapper M.L., Hoveyda A.H. (2009) Ag-catalyzed diastereo- and enantioselective vinylogous mannich reactions of α-ketoimine esters. Development of a method and investigation of its mechanism. J Am Chem Soc;131:570.
    • (2009) J Am Chem Soc , vol.131 , pp. 570
    • Wieland, L.C.1    Vieira, E.M.2    Snapper, M.L.3    Hoveyda, A.H.4
  • 8
    • 0001122927 scopus 로고
    • Asymmetric synthesis of arylglycines
    • Williams R.M., Hendrix A.J. (1992) Asymmetric synthesis of arylglycines. Chem Rev;92:889-917.
    • (1992) Chem Rev , vol.92 , pp. 889-917
    • Williams, R.M.1    Hendrix, A.J.2
  • 9
    • 0038106171 scopus 로고    scopus 로고
    • Additions of organometallic reagents to C=N bonds: reactivity and selectivity
    • Bloch R. (1998) Additions of organometallic reagents to C=N bonds: reactivity and selectivity. Chem Rev;98:1407-1438.
    • (1998) Chem Rev , vol.98 , pp. 1407-1438
    • Bloch, R.1
  • 10
    • 0000862669 scopus 로고    scopus 로고
    • Catalytic enantioselective addition to imines
    • Kobayashi S., Ishitani H. (1999) Catalytic enantioselective addition to imines. Chem Rev;99:1069-1094.
    • (1999) Chem Rev , vol.99 , pp. 1069-1094
    • Kobayashi, S.1    Ishitani, H.2
  • 11
    • 0036851670 scopus 로고    scopus 로고
    • N-tert-butanesulfinyl imines: versatile intermediates for the asymmetric synthesis of amines
    • Ellman J.A., Owens T.D., Tang T.P. (2002) N-tert-butanesulfinyl imines: versatile intermediates for the asymmetric synthesis of amines. Acc Chem Res;35:984.
    • (2002) Acc Chem Res , vol.35 , pp. 984
    • Ellman, J.A.1    Owens, T.D.2    Tang, T.P.3
  • 12
    • 33751559719 scopus 로고    scopus 로고
    • Adventures in sulfur-nitrogen chemistry
    • Davis F.A. (2006) Adventures in sulfur-nitrogen chemistry. J Org Chem;71:8993.
    • (2006) J Org Chem , vol.71 , pp. 8993
    • Davis, F.A.1
  • 14
    • 0032538362 scopus 로고    scopus 로고
    • The chemistry of vicinal diamines
    • For a review of vicinal diamines.
    • Lucet D., Le Gall T., Mioskowski C. (1998) The chemistry of vicinal diamines. Angew Chem Int Ed;37:2580. For a review of vicinal diamines.
    • (1998) Angew Chem Int Ed , vol.37 , pp. 2580
    • Lucet, D.1    Le Gall, T.2    Mioskowski, C.3
  • 15
    • 0346349375 scopus 로고    scopus 로고
    • Highly diastereoselective addition of nitromethane anion to chiral alpha-amidoalkylphenyl sulfones. Synthesis of optically active alpha-amino acid derivatives
    • Foresti E., Palmieri G., Petrini M., Profeta R. (2003) Highly diastereoselective addition of nitromethane anion to chiral alpha-amidoalkylphenyl sulfones. Synthesis of optically active alpha-amino acid derivatives. Org BiomolChem;1:4275.
    • (2003) Org BiomolChem , vol.1 , pp. 4275
    • Foresti, E.1    Palmieri, G.2    Petrini, M.3    Profeta, R.4
  • 16
    • 33846597094 scopus 로고    scopus 로고
    • Recent approaches towards the asymmetric synthesis of alpha,alpha-disubstituted alpha-amino acids
    • For recent reviews on the synthesis of R-amino acids.
    • Vogt H., Bra..se S. (2007) Recent approaches towards the asymmetric synthesis of alpha, alpha-disubstituted alpha-amino acids. Org Biomol Chem;5:406. For recent reviews on the synthesis of R-amino acids.
    • (2007) Org Biomol Chem , vol.5 , pp. 406
    • Vogt, H.1    Bra..se, S.2
  • 17
    • 36849051865 scopus 로고    scopus 로고
    • Catalytic asymmetric synthesis of α-amino acids
    • references therein.
    • Na'jera C., Sansano J.M. (2009) Catalytic asymmetric synthesis of α-amino acids. J M Chem Rev;107:4584, and references therein.
    • (2009) J M Chem Rev , vol.107 , pp. 4584
    • Na'jera, C.1    Sansano, J.M.2
  • 18
    • 0028000959 scopus 로고
    • Isothiocyanate-substituted. kappa-selective opioid receptor ligands derived from N-methyl-N-[(1S)-1-phenyl-2-(1-pyrrolidinyl)ethyl]phenylacetamide
    • Weerawarna S.A., Davis R.D., Nelson W.L. (1994) Isothiocyanate-substituted. kappa-selective opioid receptor ligands derived from N-methyl-N-[(1S)-1-phenyl-2-(1-pyrrolidinyl)ethyl]phenylacetamide. J Med Chem;37:2856-2864.
    • (1994) J Med Chem , vol.37 , pp. 2856-2864
    • Weerawarna, S.A.1    Davis, R.D.2    Nelson, W.L.3
  • 19
    • 0028590201 scopus 로고
    • kappa opioid receptor selective affinity labels: electrophilic benzeneacetamides as kappa-selective opioid antagonists
    • Chang A.C., Takemori A.E., Ojala W.H., Gleason W.B. (1994) kappa opioid receptor selective affinity labels: electrophilic benzeneacetamides as kappa-selective opioid antagonists. J Med Chem;37:4490-4498.
    • (1994) J Med Chem , vol.37 , pp. 4490-4498
    • Chang, A.C.1    Takemori, A.E.2    Ojala, W.H.3    Gleason, W.B.4
  • 20
    • 0020450977 scopus 로고
    • Benzeneacetamide amines: structurally novel non-m.mu. opioids
    • Szmuszkovicz J., VonVoigtlander P.F. (1982) Benzeneacetamide amines: structurally novel non-m.mu. opioids. J Med Chem;25:1125-1126.
    • (1982) J Med Chem , vol.25 , pp. 1125-1126
    • Szmuszkovicz, J.1    VonVoigtlander, P.F.2
  • 22
    • 0014930872 scopus 로고
    • Edeine IV. Structures of the antibiotic peptides edeines A1 and B1
    • Thomas P., Hettinger T.P., Craig L.C. (1970) Edeine IV. Structures of the antibiotic peptides edeines A1 and B1. Biochemistry;9:1224-1232.
    • (1970) Biochemistry , vol.9 , pp. 1224-1232
    • Thomas, P.1    Hettinger, T.P.2    Craig, L.C.3
  • 23
    • 33745110538 scopus 로고    scopus 로고
    • Structural elements in biologically active compounds and exploitation of their synthetic chemistry
    • Kotti S.R.S.S., Timmons C., Li G. (2006) Structural elements in biologically active compounds and exploitation of their synthetic chemistry. Chem Biol Drug Des;67:101-114.
    • (2006) Chem Biol Drug Des , vol.67 , pp. 101-114
    • Kotti, S.R.S.S.1    Timmons, C.2    Li, G.3
  • 24
    • 8644269566 scopus 로고    scopus 로고
    • Organocatalyzed solvent-free Aza-Henry reaction: a breakthrough in the one-pot synthesis of 1,2-diamines
    • Luca B., Bianca F.B., Elena C., Gabriella D., Mauro C.-F., Mariafrancesca F., Alfredo R. (2004) Organocatalyzed solvent-free Aza-Henry reaction: a breakthrough in the one-pot synthesis of 1, 2-diamines. J Org Chem;69:8168-8171.
    • (2004) J Org Chem , vol.69 , pp. 8168-8171
    • Luca, B.1    Bianca, F.B.2    Elena, C.3    Gabriella, D.4    Mauro, C.5    Mariafrancesca, F.6    Alfredo, R.7
  • 25
    • 70350055059 scopus 로고    scopus 로고
    • Scaleable catalytic asymmetric Strecker syntheses of unnatural α-amino acids
    • Zuend S.J., Coughlin M.P., Lalonde M.P., Jacobsen E.N. (2009) Scaleable catalytic asymmetric Strecker syntheses of unnatural α-amino acids. Nature;461:968-970.
    • (2009) Nature , vol.461 , pp. 968-970
    • Zuend, S.J.1    Coughlin, M.P.2    Lalonde, M.P.3    Jacobsen, E.N.4
  • 26
    • 0034599654 scopus 로고    scopus 로고
    • A general catalyst for the asymmetric strecker reaction
    • Sigman M.S., Vachal P., Jacobsen E.N. (2000) A general catalyst for the asymmetric strecker reaction. Angew Chem Int Ed Engl;39:1279-1281.
    • (2000) Angew Chem Int Ed Engl , vol.39 , pp. 1279-1281
    • Sigman, M.S.1    Vachal, P.2    Jacobsen, E.N.3
  • 27
    • 33947581412 scopus 로고    scopus 로고
    • Catalytic asymmetric three-component acyl-strecker reaction
    • Pan S.C., List B. (2007) Catalytic asymmetric three-component acyl-strecker reaction. Org Lett;9:1149-1151.
    • (2007) Org Lett , vol.9 , pp. 1149-1151
    • Pan, S.C.1    List, B.2
  • 28
    • 70350329273 scopus 로고    scopus 로고
    • Mechanism of amido-thiourea catalyzed enantioselective imine hydrocyanation: transition state stabilization via multiple non-covalent interactions
    • Zuend S.J., Jacobsen E.N. (2009) Mechanism of amido-thiourea catalyzed enantioselective imine hydrocyanation: transition state stabilization via multiple non-covalent interactions. J Am Chem Soc;131:15358-15374.
    • (2009) J Am Chem Soc , vol.131 , pp. 15358-15374
    • Zuend, S.J.1    Jacobsen, E.N.2
  • 29
    • 50249092090 scopus 로고    scopus 로고
    • Chiral ammonium betaines: a bifunctional organic base catalyst for asymmetric mannich-type reaction of α-nitrocarboxylates
    • Uraguchi D., Koshimoto K., Ooi T. (2008) Chiral ammonium betaines: a bifunctional organic base catalyst for asymmetric mannich-type reaction of α-nitrocarboxylates. J Am Chem Soc;130:10878-10879.
    • (2008) J Am Chem Soc , vol.130 , pp. 10878-10879
    • Uraguchi, D.1    Koshimoto, K.2    Ooi, T.3
  • 30
    • 67650492420 scopus 로고    scopus 로고
    • Nucleophile generation via decarboxylation: asymmetric construction of contiguous trisubstituted and quaternary stereocenters through a Cu(I)-Catalyzed decarboxylative mannich-type reaction
    • Yin L., Kanai M., Shibasaki M. (2009) Nucleophile generation via decarboxylation: asymmetric construction of contiguous trisubstituted and quaternary stereocenters through a Cu(I)-Catalyzed decarboxylative mannich-type reaction. J Am Chem Soc;131:9610-9611.
    • (2009) J Am Chem Soc , vol.131 , pp. 9610-9611
    • Yin, L.1    Kanai, M.2    Shibasaki, M.3
  • 31
    • 70350329294 scopus 로고    scopus 로고
    • Dual-activation asymmetric strecker reaction of aldimines and ketimines catalyzed by a tethered Bis(8-quinolinolato) aluminum complex
    • Abell J.P., Yamamoto H. (2009) Dual-activation asymmetric strecker reaction of aldimines and ketimines catalyzed by a tethered Bis(8-quinolinolato) aluminum complex. J Am Chem Soc;131:15118-15119.
    • (2009) J Am Chem Soc , vol.131 , pp. 15118-15119
    • Abell, J.P.1    Yamamoto, H.2
  • 32
    • 33746157422 scopus 로고    scopus 로고
    • Expedient synthesis of chiral 1,2- and 1,4-diamines: protecting group dependent regioselectivity in direct organocatalytic asymmetric mannich reactions
    • Chowdari N.S., Ahmad M., Albertshofer K., Tanaka F., Barbas C.F. III (2006) Expedient synthesis of chiral 1, 2- and 1, 4-diamines: protecting group dependent regioselectivity in direct organocatalytic asymmetric mannich reactions. Org Lett;8:2839-2842.
    • (2006) Org Lett , vol.8 , pp. 2839-2842
    • Chowdari, N.S.1    Ahmad, M.2    Albertshofer, K.3    Tanaka, F.4    Barbas III, C.F.5
  • 33
    • 54049136125 scopus 로고    scopus 로고
    • Novel N,N,P-Tridentate ligands for the highly enantioselective copper-catalyzed 1,4-addition of dialkylzincs to enones
    • Kawamura K., Fukuzawa H., Hayashi M. (2008) Novel N, N, P-Tridentate ligands for the highly enantioselective copper-catalyzed 1, 4-addition of dialkylzincs to enones. Org Lett;10:3509-3512.
    • (2008) Org Lett , vol.10 , pp. 3509-3512
    • Kawamura, K.1    Fukuzawa, H.2    Hayashi, M.3
  • 34
    • 33646496365 scopus 로고    scopus 로고
    • A new pseudo C2-symmetric tertiary diamine for the enantioselective addition of MeLi to aromatic imines
    • Gille S., Cabello N., Kizirian J.-C., Alexakis A. (2006) A new pseudo C2-symmetric tertiary diamine for the enantioselective addition of MeLi to aromatic imines. Tetrahedron Asymmetry;17:1045-1047.
    • (2006) Tetrahedron Asymmetry , vol.17 , pp. 1045-1047
    • Gille, S.1    Cabello, N.2    Kizirian, J.3    Alexakis, A.4
  • 35
    • 52449119366 scopus 로고    scopus 로고
    • Highly enantioselective Aza Morita-Baylis-Hillman reaction catalyzed by bifunctional β-isocupreidine derivatives
    • Abermil N., Masson G., Zhu J. (2008) Highly enantioselective Aza Morita-Baylis-Hillman reaction catalyzed by bifunctional β-isocupreidine derivatives. J Am Chem Soc;130:12596-12597.
    • (2008) J Am Chem Soc , vol.130 , pp. 12596-12597
    • Abermil, N.1    Masson, G.2    Zhu, J.3
  • 36
    • 0037023469 scopus 로고    scopus 로고
    • Highly diastereoselective aziridination of imines with trimethylsilyldiazomethane. Subsequent silyl substitution with electrophiles, ring opening, and metalation of C-Silylaziridines-A cornucopia of highly selective transformations
    • Aggarwal V.K., Alonso E., Ferrara M., Spey S.E. (2002) Highly diastereoselective aziridination of imines with trimethylsilyldiazomethane. Subsequent silyl substitution with electrophiles, ring opening, and metalation of C-Silylaziridines-A cornucopia of highly selective transformations. J Org Chem;67:2335-2344.
    • (2002) J Org Chem , vol.67 , pp. 2335-2344
    • Aggarwal, V.K.1    Alonso, E.2    Ferrara, M.3    Spey, S.E.4
  • 37
    • 70349283054 scopus 로고    scopus 로고
    • Electronic and steric tuning of chiral diene ligands for rhodium-catalyzed asymmetric arylation of imines
    • Okamoto K., Hayashi T., Rawal V.H. (2009) Electronic and steric tuning of chiral diene ligands for rhodium-catalyzed asymmetric arylation of imines. Chem Commun;32:4815-4817.
    • (2009) Chem Commun , vol.32 , pp. 4815-4817
    • Okamoto, K.1    Hayashi, T.2    Rawal, V.H.3
  • 38
    • 15744383666 scopus 로고    scopus 로고
    • Chiral phosphine Lewis bases catalyzed asymmetric aza-Baylis-Hillman reaction of N-sulfonated imines with activated olefins
    • Shi M., Chen L.H., Li C.Q. (2005) Chiral phosphine Lewis bases catalyzed asymmetric aza-Baylis-Hillman reaction of N-sulfonated imines with activated olefins. J Am Chem Soc;127:3790-3800.
    • (2005) J Am Chem Soc , vol.127 , pp. 3790-3800
    • Shi, M.1    Chen, L.H.2    Li, C.Q.3
  • 39
    • 77953313259 scopus 로고    scopus 로고
    • Asymmetric catalytic Strecker reaction of N-phosphonyl imines with Et2AlCN using amino alcohols and BINOLs as catalysts
    • For chiral and achiral N-phosphonyl imines.
    • Kaur P., Pindi S., Wever W., Rajale T., Li G. (2010) Asymmetric catalytic Strecker reaction of N-phosphonyl imines with Et2AlCN using amino alcohols and BINOLs as catalysts. Chem Commun;46:4330. For chiral and achiral N-phosphonyl imines.
    • (2010) Chem Commun , vol.46 , pp. 4330
    • Kaur, P.1    Pindi, S.2    Wever, W.3    Rajale, T.4    Li, G.5
  • 40
    • 77955135426 scopus 로고    scopus 로고
    • Asymmetric catalytic N-Phosphonyl imine chemistry: the use of primary free amino acids and Et2AlCN for asymmetric catalytic strecker reaction
    • Kaur P., Pindi S., Wever W., Rajale T., Li G. (2010) Asymmetric catalytic N-Phosphonyl imine chemistry: the use of primary free amino acids and Et2AlCN for asymmetric catalytic strecker reaction. J Org Chem;75:5144-5150.
    • (2010) J Org Chem , vol.75 , pp. 5144-5150
    • Kaur, P.1    Pindi, S.2    Wever, W.3    Rajale, T.4    Li, G.5
  • 41
    • 77149145199 scopus 로고    scopus 로고
    • Chiral N-phosphonyl imine chemistry: an efficient asymmetric synthesis of chiral N-phosphonyl propargylamines
    • Kaur P., Shakya G., Sun H., Pan Y., Li G. (2010) Chiral N-phosphonyl imine chemistry: an efficient asymmetric synthesis of chiral N-phosphonyl propargylamines. Org Biomol Chem;8:1091.
    • (2010) Org Biomol Chem , vol.8 , pp. 1091
    • Kaur, P.1    Shakya, G.2    Sun, H.3    Pan, Y.4    Li, G.5
  • 42
    • 60849130107 scopus 로고    scopus 로고
    • Chiral N-Phosphonylimine chemistry: asymmetric synthesis of N-Phosphonyl β-amino weinreb amides
    • Kaur P., Nguyen T., Li G. (2009) Chiral N-Phosphonylimine chemistry: asymmetric synthesis of N-Phosphonyl β-amino weinreb amides. Eur J Org Chem;40:912-916.
    • (2009) Eur J Org Chem , vol.40 , pp. 912-916
    • Kaur, P.1    Nguyen, T.2    Li, G.3
  • 43
    • 67649641727 scopus 로고    scopus 로고
    • Chiral N-phosphonyl imine chemistry: asymmetric synthesis of α,β-diamino esters by reacting phosphonyl imines with glycine enolates
    • Ai T., Li G. (2009) Chiral N-phosphonyl imine chemistry: asymmetric synthesis of α, β-diamino esters by reacting phosphonyl imines with glycine enolates. Bioorg Med Chem Lett;19:3967-3969.
    • (2009) Bioorg Med Chem Lett , vol.19 , pp. 3967-3969
    • Ai, T.1    Li, G.2
  • 44
    • 58849132974 scopus 로고    scopus 로고
    • Chiral N-Phosphonyl imine chemistry: asymmetric synthesis of α-Alkyl β-amino ketones by reacting phosphonyl imines with Ketone-Derived enolates
    • Ai T., Han J., Chen Z.X., Li G. (2009) Chiral N-Phosphonyl imine chemistry: asymmetric synthesis of α-Alkyl β-amino ketones by reacting phosphonyl imines with Ketone-Derived enolates. Chem Biol Drug Des;73:203-208.
    • (2009) Chem Biol Drug Des , vol.73 , pp. 203-208
    • Ai, T.1    Han, J.2    Chen, Z.X.3    Li, G.4
  • 45
    • 38849085310 scopus 로고    scopus 로고
    • Chiral N-phosphonyl imine chemistry: asymmetric aza-Henry reaction
    • Kattuboina A., Kaur P., Ai T., Li G. (2008) Chiral N-phosphonyl imine chemistry: asymmetric aza-Henry reaction. Chem Biol and Drug Design;71:216.
    • (2008) Chem Biol and Drug Design , vol.71 , pp. 216
    • Kattuboina, A.1    Kaur, P.2    Ai, T.3    Li, G.4
  • 46
    • 38949090994 scopus 로고    scopus 로고
    • Chiral N-phosphonyl imine chemistry: new reagents and their applications for asymmetric reactions
    • Kattuboina A., Li G. (2008) Chiral N-phosphonyl imine chemistry: new reagents and their applications for asymmetric reactions. Tetrahedron Lett;49:1573-1577.
    • (2008) Tetrahedron Lett , vol.49 , pp. 1573-1577
    • Kattuboina, A.1    Li, G.2
  • 47
    • 33750046343 scopus 로고    scopus 로고
    • Phosphorus-derived chiral auxiliaries for α-alkylation of secondary amines by anodic oxidation
    • Sierecki E., Turcaud S., Martens T., Royer J. (2006) Phosphorus-derived chiral auxiliaries for α-alkylation of secondary amines by anodic oxidation. Synthesis;19:3199-3208.
    • (2006) Synthesis , vol.19 , pp. 3199-3208
    • Sierecki, E.1    Turcaud, S.2    Martens, T.3    Royer, J.4
  • 48
    • 77955412569 scopus 로고    scopus 로고
    • Chiral N-phosphoryl imines: design, synthesis and direct asymmetric addition reactions with diketones and diesters
    • Sun H., Rajale T., Pan Y., Li G. (2010) Chiral N-phosphoryl imines: design, synthesis and direct asymmetric addition reactions with diketones and diesters. Tetrahedron Lett;51:4403-4407.
    • (2010) Tetrahedron Lett , vol.51 , pp. 4403-4407
    • Sun, H.1    Rajale, T.2    Pan, Y.3    Li, G.4
  • 49
    • 50649124427 scopus 로고    scopus 로고
    • Chiral N-thiophosphoryl imine-induced diastereoselective aza-Morita-Baylis-Hillman reaction
    • Lu A.-D., Xu X.-Y., Gao P., Zhou Z.-H., Song H.-B., Tang C.-C. (2008) Chiral N-thiophosphoryl imine-induced diastereoselective aza-Morita-Baylis-Hillman reaction. Tetrahedron Asymmetry;19:1886.
    • (2008) Tetrahedron Asymmetry , vol.19 , pp. 1886
    • Lu, A.1    Xu, X.2    Gao, P.3    Zhou, Z.4    Song, H.5    Tang, C.6
  • 50
    • 34748880781 scopus 로고    scopus 로고
    • The Aza-Morita-Baylis-Hillman Reaction of N-Thiophosphoryl Imines Catalyzed by 1,3,5-Triaza-7-phosphaadamantane (PTA) - Convenient Synthesis of α-Methylene-β-Amino Ketone or Acid Derivatives
    • Xu X.-Y., Wang C.-G., Zhou Z.-H., Tang X.-F., He Z.-J., Tang C.-C. (2007) The Aza-Morita-Baylis-Hillman Reaction of N-Thiophosphoryl Imines Catalyzed by 1, 3, 5-Triaza-7-phosphaadamantane (PTA) - Convenient Synthesis of α-Methylene-β-Amino Ketone or Acid Derivatives. Eur J Org Chem;2007:4487-4491.
    • (2007) Eur J Org Chem , vol.2007 , pp. 4487-4491
    • Xu, X.1    Wang, C.2    Zhou, Z.3    Tang, X.4    He, Z.5    Tang, C.6
  • 51
    • 37049083432 scopus 로고
    • Optically active N-phosphinoyloxaziridines: preparation and chiral oxygen transfer to prochiral sulfides
    • For chiral N-phosphinyl imines of none C2-symmetry in which phosphorous center is directly chiral.
    • Jennings W., Kochanewycz M.J., Lovely C.K., Boyd D.R.J. (1994) Optically active N-phosphinoyloxaziridines: preparation and chiral oxygen transfer to prochiral sulfides. Chem Commun;22:2569. For chiral N-phosphinyl imines of none C2-symmetry in which phosphorous center is directly chiral.
    • (1994) Chem Commun , vol.22 , pp. 2569
    • Jennings, W.1    Kochanewycz, M.J.2    Lovely, C.K.3    Boyd, D.R.J.4
  • 52
    • 72149118716 scopus 로고    scopus 로고
    • Diastereoselective alkynylation of chiral phosphinoylimines: preparation of optically active propargylamines
    • Benamer M., Turcaud S., Royer J. (2010) Diastereoselective alkynylation of chiral phosphinoylimines: preparation of optically active propargylamines. Tetrahedron Letters;51:645-648.
    • (2010) Tetrahedron Letters , vol.51 , pp. 645-648
    • Benamer, M.1    Turcaud, S.2    Royer, J.3
  • 53
    • 0037434136 scopus 로고    scopus 로고
    • Asymmetric catalytic aza-Henry reactions leading to 1,2-diamines and 1,2-diaminocarboxylic acids
    • Westermann B. (2003) Asymmetric catalytic aza-Henry reactions leading to 1, 2-diamines and 1, 2-diaminocarboxylic acids. Angew Chem Int Ed;42:151-153.
    • (2003) Angew Chem Int Ed , vol.42 , pp. 151-153
    • Westermann, B.1
  • 54
    • 0028286581 scopus 로고
    • Inhibitors of Acyl-CoA:Cholesterol O-Acyl transferase (ACAT) as Hypocholesterolemic agents. 8. incorporation of amide or amine functionalities into a series of disubstituted ureas and carbamates. Effects on ACAT inhibition in vitro and efficacy in vivo
    • O'Brien P.M., Sliskovic D.R., Blankley C.J., Roth B., Wilson M.W., Hamelehle K.L., Krause B.R., Stanfield R.L. (1994) Inhibitors of Acyl-CoA:Cholesterol O-Acyl transferase (ACAT) as Hypocholesterolemic agents. 8. incorporation of amide or amine functionalities into a series of disubstituted ureas and carbamates. Effects on ACAT inhibition in vitro and efficacy in vivo. J Med Chem;37:1810-1822.
    • (1994) J Med Chem , vol.37 , pp. 1810-1822
    • O'Brien, P.M.1    Sliskovic, D.R.2    Blankley, C.J.3    Roth, B.4    Wilson, M.W.5    Hamelehle, K.L.6    Krause, B.R.7    Stanfield, R.L.8
  • 55
    • 0001165505 scopus 로고
    • The Nef reaction
    • Pinnick H.W. (1990) The Nef reaction. Org React;38:655-792.
    • (1990) Org React , vol.38 , pp. 655-792
    • Pinnick, H.W.1
  • 56
    • 0346339657 scopus 로고    scopus 로고
    • Recent synthetic developments in the nitro to carbonyl conversion (Nef reaction)
    • Ballini R., Petrini M. (2004) Recent synthetic developments in the nitro to carbonyl conversion (Nef reaction). Tetrahedron;60:1017-1047.
    • (2004) Tetrahedron , vol.60 , pp. 1017-1047
    • Ballini, R.1    Petrini, M.2
  • 58
    • 35348988125 scopus 로고    scopus 로고
    • Palladium-catalyzed asymmetric [3 + 2] cycloaddition of trimethylenemethane with imines
    • Trost B.M., Silverman S.M., Stambuli J.P. (2007) Palladium-catalyzed asymmetric [3 + 2] cycloaddition of trimethylenemethane with imines. J Am Chem Soc;129:12398-12399.
    • (2007) J Am Chem Soc , vol.129 , pp. 12398-12399
    • Trost, B.M.1    Silverman, S.M.2    Stambuli, J.P.3
  • 59
    • 0033564990 scopus 로고    scopus 로고
    • Enantioselective synthesis of α-amino nitriles from N-benzhydryl imines and HCN with a chiral bicyclic guanidine as catalyst
    • Corey E.J., Grogan M. (1999) Enantioselective synthesis of α-amino nitriles from N-benzhydryl imines and HCN with a chiral bicyclic guanidine as catalyst. J Org Lett;1:157-160.
    • (1999) J Org Lett , vol.1 , pp. 157-160
    • Corey, E.J.1    Grogan, M.2
  • 60
    • 67749103830 scopus 로고    scopus 로고
    • Mechanism of BINOL-Phosphoric acid-catalyzed strecker reaction of benzyl imines
    • Simon L., Goodman J.M. (2009) Mechanism of BINOL-Phosphoric acid-catalyzed strecker reaction of benzyl imines. J Am Chem Soc;131:4070-4077.
    • (2009) J Am Chem Soc , vol.131 , pp. 4070-4077
    • Simon, L.1    Goodman, J.M.2
  • 61
    • 0037100302 scopus 로고    scopus 로고
    • Synthesis and first applications of a new family of chiral monophosphine ligand: 2,5-diphenylphosphospholanes
    • Guille F., Rivard M., Toffano M., Legoros J.-Y., Daran J.-C., Fiaud J.-C. (2002) Synthesis and first applications of a new family of chiral monophosphine ligand: 2, 5-diphenylphosphospholanes. Tetrahedron;58:5895-5904.
    • (2002) Tetrahedron , vol.58 , pp. 5895-5904
    • Guille, F.1    Rivard, M.2    Toffano, M.3    Legoros, J.4    Daran, J.5    Fiaud, J.6
  • 62
    • 0034974140 scopus 로고    scopus 로고
    • The first enantioselective and diastereoselective catalytic nitro-mannich reaction: a new entry to chiral vicinal diamines
    • Yamada K., Moll G., Shibasaki M. (2001) The first enantioselective and diastereoselective catalytic nitro-mannich reaction: a new entry to chiral vicinal diamines. Synlett;980-982.
    • (2001) Synlett , pp. 980-982
    • Yamada, K.1    Moll, G.2    Shibasaki, M.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.