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Volumn , Issue 11, 2002, Pages 1823-1826

Alkylation of active methylenes via benzhydryl cations

Author keywords

Benzhydrylation; Boron; Carbocations; Enols; Lewis acids

Indexed keywords

ACETOACETIC ACID DERIVATIVE; ACETYLACETONE; ALCOHOL DERIVATIVE; BENZHYDRYL DERIVATIVE; BORON DERIVATIVE; CARBENOID; ESTER DERIVATIVE; HALIDE; LEWIS ACID;

EID: 0036419163     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2002-34884     Document Type: Article
Times cited : (82)

References (32)
  • 10
    • 0000984332 scopus 로고
    • N1 reactive halides see: (a) Paterson, I.; Fleming, I. Tetrahedron Lett. 1979, 23, 2179. (b) Reetz, M. T.; Hüttenhain, S.; Walz, P.; Löwe, U. Tetrahedron Lett. 1979, 51, 4971. (c) Reetz, M. T.; Maier, W. F.; Chatziiosifidis, I.; Giannis, A.; Heimbach, H.; Loewe, U. Chem. Ber. 1980, 113, 3741.
    • (1979) Tetrahedron Lett. , vol.23 , pp. 2179
    • Paterson, I.1    Fleming, I.2
  • 11
    • 0011274416 scopus 로고
    • N1 reactive halides see: (a) Paterson, I.; Fleming, I. Tetrahedron Lett. 1979, 23, 2179. (b) Reetz, M. T.; Hüttenhain, S.; Walz, P.; Löwe, U. Tetrahedron Lett. 1979, 51, 4971. (c) Reetz, M. T.; Maier, W. F.; Chatziiosifidis, I.; Giannis, A.; Heimbach, H.; Loewe, U. Chem. Ber. 1980, 113, 3741.
    • (1979) Tetrahedron Lett. , vol.51 , pp. 4971
    • Reetz, M.T.1    Hüttenhain, S.2    Walz, P.3    Löwe, U.4
  • 12
    • 84982071588 scopus 로고
    • N1 reactive halides see: (a) Paterson, I.; Fleming, I. Tetrahedron Lett. 1979, 23, 2179. (b) Reetz, M. T.; Hüttenhain, S.; Walz, P.; Löwe, U. Tetrahedron Lett. 1979, 51, 4971. (c) Reetz, M. T.; Maier, W. F.; Chatziiosifidis, I.; Giannis, A.; Heimbach, H.; Loewe, U. Chem. Ber. 1980, 113, 3741.
    • (1980) Chem. Ber. , vol.113 , pp. 3741
    • Reetz, M.T.1    Maier, W.F.2    Chatziiosifidis, I.3    Giannis, A.4    Heimbach, H.5    Loewe, U.6
  • 13
    • 0011276978 scopus 로고    scopus 로고
    • note
    • 13C NMR: δ(ppm) 201.7, 167.6, 141.5, 141.2, 128.8-126.8, 65.2, 61.4, 50.8, 30.0, 13.7.
  • 15
    • 0011373175 scopus 로고    scopus 로고
    • note
    • Experiments with dimethyl malonate, methyl phenylsulfonyl acetate and bis-phenylsulfonylmethane gave back the unreacted methylene plus benzhydryl alcohol dismutation. Meldrum's acid gave an alkylated/ transesterified product. Ethyl malononitrile gave a complex mixture.
  • 22
    • 0011276979 scopus 로고    scopus 로고
    • note
    • 3J = 7 Hz, 3 H).
  • 23
    • 0001416305 scopus 로고
    • 2 and tetronic derivatives during acylations see: (a) Jones, R. F.; Peterson, G. E. Tetrahedron Lett. 1983, 24, 4757. (b) Jones, R. F.; Begley, M. J.; Peterson, G. E.; Sumaria, S. J. Chem. Soc. Perkin Trans. 1 1990, 1959.
    • (1983) Tetrahedron Lett. , vol.24 , pp. 4757
    • Jones, R.F.1    Peterson, G.E.2
  • 25
    • 0030043830 scopus 로고    scopus 로고
    • For examples of active methylene enolization by means of metal salts see: (a) Moreno-Mañas, M.; Marquet, J.; Vallribera, A. Tetrahedron 1996, 52, 3377. (b) Gómez-Bengoa, E.; Cuerva, J. M.; Mateo, C.; Echavarren, A. M. J. Am. Chem. Soc. 1996, 118, 8553. (c) Christoffers, J. Chem. Commun. 1997, 943. (d) Christoffers, J. Eur. J. Org. Chem. 1998, 1259. (e) Bartoli, G.; Bosco, M.; Bellucci, M. C.; Marcantoni, E.; Sambri, L.; Torregiani, E. Eur. J. Org. Chem. 1999, 617.
    • (1996) Tetrahedron , vol.52 , pp. 3377
    • Moreno-Mañas, M.1    Marquet, J.2    Vallribera, A.3
  • 26
    • 0029796652 scopus 로고    scopus 로고
    • For examples of active methylene enolization by means of metal salts see: (a) Moreno-Mañas, M.; Marquet, J.; Vallribera, A. Tetrahedron 1996, 52, 3377. (b) Gómez-Bengoa, E.; Cuerva, J. M.; Mateo, C.; Echavarren, A. M. J. Am. Chem. Soc. 1996, 118, 8553. (c) Christoffers, J. Chem. Commun. 1997, 943. (d) Christoffers, J. Eur. J. Org. Chem. 1998, 1259. (e) Bartoli, G.; Bosco, M.; Bellucci, M. C.; Marcantoni, E.; Sambri, L.; Torregiani, E. Eur. J. Org. Chem. 1999, 617.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 8553
    • Gómez-Bengoa, E.1    Cuerva, J.M.2    Mateo, C.3    Echavarren, A.M.4
  • 27
    • 0000865084 scopus 로고    scopus 로고
    • For examples of active methylene enolization by means of metal salts see: (a) Moreno-Mañas, M.; Marquet, J.; Vallribera, A. Tetrahedron 1996, 52, 3377. (b) Gómez-Bengoa, E.; Cuerva, J. M.; Mateo, C.; Echavarren, A. M. J. Am. Chem. Soc. 1996, 118, 8553. (c) Christoffers, J. Chem. Commun. 1997, 943. (d) Christoffers, J. Eur. J. Org. Chem. 1998, 1259. (e) Bartoli, G.; Bosco, M.; Bellucci, M. C.; Marcantoni, E.; Sambri, L.; Torregiani, E. Eur. J. Org. Chem. 1999, 617.
    • (1997) Chem. Commun. , pp. 943
    • Christoffers, J.1
  • 28
    • 2742606973 scopus 로고    scopus 로고
    • For examples of active methylene enolization by means of metal salts see: (a) Moreno-Mañas, M.; Marquet, J.; Vallribera, A. Tetrahedron 1996, 52, 3377. (b) Gómez-Bengoa, E.; Cuerva, J. M.; Mateo, C.; Echavarren, A. M. J. Am. Chem. Soc. 1996, 118, 8553. (c) Christoffers, J. Chem. Commun. 1997, 943. (d) Christoffers, J. Eur. J. Org. Chem. 1998, 1259. (e) Bartoli, G.; Bosco, M.; Bellucci, M. C.; Marcantoni, E.; Sambri, L.; Torregiani, E. Eur. J. Org. Chem. 1999, 617.
    • (1998) Eur. J. Org. Chem. , pp. 1259
    • Christoffers, J.1
  • 29
    • 0032771355 scopus 로고    scopus 로고
    • For examples of active methylene enolization by means of metal salts see: (a) Moreno-Mañas, M.; Marquet, J.; Vallribera, A. Tetrahedron 1996, 52, 3377. (b) Gómez-Bengoa, E.; Cuerva, J. M.; Mateo, C.; Echavarren, A. M. J. Am. Chem. Soc. 1996, 118, 8553. (c) Christoffers, J. Chem. Commun. 1997, 943. (d) Christoffers, J. Eur. J. Org. Chem. 1998, 1259. (e) Bartoli, G.; Bosco, M.; Bellucci, M. C.; Marcantoni, E.; Sambri, L.; Torregiani, E. Eur. J. Org. Chem. 1999, 617.
    • (1999) Eur. J. Org. Chem. , pp. 617
    • Bartoli, G.1    Bosco, M.2    Bellucci, M.C.3    Marcantoni, E.4    Sambri, L.5    Torregiani, E.6


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