메뉴 건너뛰기




Volumn , Issue 10, 2005, Pages 1297-1299

Silyl methallylsulfinates: Efficient and powerful agents for the chemoselective silylation of alcohols, polyols, phenols and carboxylic acids

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; PHENOL DERIVATIVE; POLYOL; REAGENT; SILANE DERIVATIVE; SILYL METHALLYLSULFINATE DERIVATIVE; UNCLASSIFIED DRUG; VOLATILE AGENT;

EID: 16244421756     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b417894g     Document Type: Article
Times cited : (36)

References (44)
  • 1
    • 0000831504 scopus 로고
    • W. C. Still and M. J. Schneider, J. Am. Chem. Soc., 1977, 99, 948-950; H. H. Hergott and G. Simchen, Synthesis, 1980, 626-627; J. R. Hwu and J. A. Roble, J. Chem. Soc., Chem. Commun., 1986, 704-706; J. D. White and R. G. Carter, in Science of Synthesis, ed. I. Fleming, Georg Thieme Verlag, Stuttgart, 2001, vol. 4, pp. 371-412.
    • (1977) J. Am. Chem. Soc. , vol.99 , pp. 948-950
    • Still, W.C.1    Schneider, M.J.2
  • 2
    • 85021606888 scopus 로고
    • W. C. Still and M. J. Schneider, J. Am. Chem. Soc., 1977, 99, 948-950; H. H. Hergott and G. Simchen, Synthesis, 1980, 626-627; J. R. Hwu and J. A. Roble, J. Chem. Soc., Chem. Commun., 1986, 704-706; J. D. White and R. G. Carter, in Science of Synthesis, ed. I. Fleming, Georg Thieme Verlag, Stuttgart, 2001, vol. 4, pp. 371-412.
    • (1980) Synthesis , pp. 626-627
    • Hergott, H.H.1    Simchen, G.2
  • 3
    • 0022878806 scopus 로고
    • W. C. Still and M. J. Schneider, J. Am. Chem. Soc., 1977, 99, 948-950; H. H. Hergott and G. Simchen, Synthesis, 1980, 626-627; J. R. Hwu and J. A. Roble, J. Chem. Soc., Chem. Commun., 1986, 704-706; J. D. White and R. G. Carter, in Science of Synthesis, ed. I. Fleming, Georg Thieme Verlag, Stuttgart, 2001, vol. 4, pp. 371-412.
    • (1986) J. Chem. Soc., Chem. Commun. , pp. 704-706
    • Hwu, J.R.1    Roble, J.A.2
  • 4
    • 0141665446 scopus 로고    scopus 로고
    • ed. I. Fleming, Georg Thieme Verlag, Stuttgart
    • W. C. Still and M. J. Schneider, J. Am. Chem. Soc., 1977, 99, 948-950; H. H. Hergott and G. Simchen, Synthesis, 1980, 626-627; J. R. Hwu and J. A. Roble, J. Chem. Soc., Chem. Commun., 1986, 704-706; J. D. White and R. G. Carter, in Science of Synthesis, ed. I. Fleming, Georg Thieme Verlag, Stuttgart, 2001, vol. 4, pp. 371-412.
    • (2001) Science of Synthesis , vol.4 , pp. 371-412
    • White, J.D.1    Carter, R.G.2
  • 5
    • 0003463148 scopus 로고    scopus 로고
    • Wiley, New York, 3rd. edn.
    • T. W. Green and P. G. M. Wuts, Protective Groups in Organic Synthesis, Wiley, New York, 3rd. edn., 1999; P. Kocienski, Protecting Groups, ed. D. Anders, R. Noyori and B. M. Trost, Thieme, Stuttgart, 1994; K. Jarowicki and P. Kocienski, J. Chem. Soc., Perkin Trans. 1, 1999, 1589-1616; V. Pouzar, Chem. Listy, 1988, 82, 715-728.
    • (1999) Protective Groups in Organic Synthesis
    • Green, T.W.1    Wuts, P.G.M.2
  • 6
    • 0003405157 scopus 로고
    • ed. D. Anders, R. Noyori and B. M. Trost, Thieme, Stuttgart
    • T. W. Green and P. G. M. Wuts, Protective Groups in Organic Synthesis, Wiley, New York, 3rd. edn., 1999; P. Kocienski, Protecting Groups, ed. D. Anders, R. Noyori and B. M. Trost, Thieme, Stuttgart, 1994; K. Jarowicki and P. Kocienski, J. Chem. Soc., Perkin Trans. 1, 1999, 1589-1616; V. Pouzar, Chem. Listy, 1988, 82, 715-728.
    • (1994) Protecting Groups
    • Kocienski, P.1
  • 7
    • 0000231755 scopus 로고    scopus 로고
    • T. W. Green and P. G. M. Wuts, Protective Groups in Organic Synthesis, Wiley, New York, 3rd. edn., 1999; P. Kocienski, Protecting Groups, ed. D. Anders, R. Noyori and B. M. Trost, Thieme, Stuttgart, 1994; K. Jarowicki and P. Kocienski, J. Chem. Soc., Perkin Trans. 1, 1999, 1589-1616; V. Pouzar, Chem. Listy, 1988, 82, 715-728.
    • (1999) J. Chem. Soc., Perkin Trans. 1 , pp. 1589-1616
    • Jarowicki, K.1    Kocienski, P.2
  • 8
    • 0003702554 scopus 로고
    • T. W. Green and P. G. M. Wuts, Protective Groups in Organic Synthesis, Wiley, New York, 3rd. edn., 1999; P. Kocienski, Protecting Groups, ed. D. Anders, R. Noyori and B. M. Trost, Thieme, Stuttgart, 1994; K. Jarowicki and P. Kocienski, J. Chem. Soc., Perkin Trans. 1, 1999, 1589-1616; V. Pouzar, Chem. Listy, 1988, 82, 715-728.
    • (1988) Chem. Listy , vol.82 , pp. 715-728
    • Pouzar, V.1
  • 9
    • 16244380141 scopus 로고
    • See e.g.: G. Van Ling, J. Chromatogr., 1969, 44, 175-177; J. Kusmierz, J. J. De George, D. Sweeney, D. May and S. I. Rapoport, J. Chromatogr., 1989, 497, 39-48; C. F. Poole and A. Zlatkis, J. Chromatogr. Sci., 1979, 17, 115-123; G. Van Look, G. Simchen and J. Heberle, Silylating Agents, Fluka, Buchs, Switzerland, 2nd ed., 1995.
    • (1969) J. Chromatogr. , vol.44 , pp. 175-177
    • Van Ling, G.1
  • 10
    • 0024810672 scopus 로고
    • See e.g.: G. Van Ling, J. Chromatogr., 1969, 44, 175-177; J. Kusmierz, J. J. De George, D. Sweeney, D. May and S. I. Rapoport, J. Chromatogr., 1989, 497, 39-48; C. F. Poole and A. Zlatkis, J. Chromatogr. Sci., 1979, 17, 115-123; G. Van Look, G. Simchen and J. Heberle, Silylating Agents, Fluka, Buchs, Switzerland, 2nd ed., 1995.
    • (1989) J. Chromatogr. , vol.497 , pp. 39-48
    • Kusmierz, J.1    De George, J.J.2    Sweeney, D.3    May, D.4    Rapoport, S.I.5
  • 11
    • 0037989443 scopus 로고
    • See e.g.: G. Van Ling, J. Chromatogr., 1969, 44, 175-177; J. Kusmierz, J. J. De George, D. Sweeney, D. May and S. I. Rapoport, J. Chromatogr., 1989, 497, 39-48; C. F. Poole and A. Zlatkis, J. Chromatogr. Sci., 1979, 17, 115-123; G. Van Look, G. Simchen and J. Heberle, Silylating Agents, Fluka, Buchs, Switzerland, 2nd ed., 1995.
    • (1979) J. Chromatogr. Sci. , vol.17 , pp. 115-123
    • Poole, C.F.1    Zlatkis, A.2
  • 12
    • 0003715182 scopus 로고
    • Fluka, Buchs, Switzerland, 2nd ed.
    • See e.g.: G. Van Ling, J. Chromatogr., 1969, 44, 175-177; J. Kusmierz, J. J. De George, D. Sweeney, D. May and S. I. Rapoport, J. Chromatogr., 1989, 497, 39-48; C. F. Poole and A. Zlatkis, J. Chromatogr. Sci., 1979, 17, 115-123; G. Van Look, G. Simchen and J. Heberle, Silylating Agents, Fluka, Buchs, Switzerland, 2nd ed., 1995.
    • (1995) Silylating Agents
    • Van Look, G.1    Simchen, G.2    Heberle, J.3
  • 15
    • 57249116152 scopus 로고    scopus 로고
    • (c) B. Hatano, S. Toyota and F. Toca, Green Chem., 2001, 3, 140-142; B. A. D'Sa, D. McLeod and J. G. Verkade, J. Org. Chem., 1997, 62, 5057-5061;
    • (2001) Green Chem. , vol.3 , pp. 140-142
    • Hatano, B.1    Toyota, S.2    Toca, F.3
  • 16
    • 0030877016 scopus 로고    scopus 로고
    • (c) B. Hatano, S. Toyota and F. Toca, Green Chem., 2001, 3, 140-142; B. A. D'Sa, D. McLeod and J. G. Verkade, J. Org. Chem., 1997, 62, 5057-5061;
    • (1997) J. Org. Chem. , vol.62 , pp. 5057-5061
    • D'Sa, B.A.1    McLeod, D.2    Verkade, J.G.3
  • 19
    • 0001325523 scopus 로고
    • T. Morita, Y. Okamoto and H. Sakurai, Tetrahedron Lett., 1980, 21, 835-838; T. Vesoglu and L. A. Mitscher, Tetrahedron Lett., 1981, 22, 1299-1302.
    • (1981) Tetrahedron Lett. , vol.22 , pp. 1299-1302
    • Vesoglu, T.1    Mitscher, L.A.2
  • 21
    • 0030068573 scopus 로고    scopus 로고
    • Y. Tanabe, M. Murakami, K. Kitaichi and Y. Yoshida, Tetrahedron Lett., 1994, 35, 8409-8412; D. A. Johnson and L. M. Tauber, Tetrahedron Lett., 1996, 37, 605-608.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 605-608
    • Johnson, D.A.1    Tauber, L.M.2
  • 22
    • 1842428974 scopus 로고    scopus 로고
    • and references cited therein
    • N. Azizi and M. R. Saidi, Organometallics, 2004, 23, 1457-1458 and references cited therein; H. Firouzabadi and B. Karimi, Synth. Commun., 1993, 23, 1633-1641; P. Kumar, G. C. G. Pais and A. Keshavaraja, J. Chem. Res., Synop., 1996, 376-377; B. P. Bandgar and P. P. Wadgaonkar, Synth. Commun., 1997, 27, 2069-2074; M. Demina, A. Velikanov, A. Medvedeva, L. Larina and M. Voronkov, J. Organomet. Chem., 1998, 553, 129-133; J. M. Blackwell, K. L. Foster, V. H. Beck and W. E. Piers, J. Org. Chem., 1999, 64, 4887-4892; B. P. Bandgar and S. P. Kasture, Monatsch. Chem., 2001, 132, 1101-1104; M. M. Mojtsahedi, M. R. Saidi, M. Bolourtchian and M. M. Heravi, Phosphorus, Sulfur Silicon Relat. Elem, 2002, 177, 289-292; H. Firouzabadi, N. Iranpoor, K. Amani and F. Nowrouzi, J. Chem. Soc., Perkin Trans, 1, 2002, 2601-2604.
    • (2004) Organometallics , vol.23 , pp. 1457-1458
    • Azizi, N.1    Saidi, M.R.2
  • 23
    • 0027207477 scopus 로고
    • N. Azizi and M. R. Saidi, Organometallics, 2004, 23, 1457-1458 and references cited therein; H. Firouzabadi and B. Karimi, Synth. Commun., 1993, 23, 1633-1641; P. Kumar, G. C. G. Pais and A. Keshavaraja, J. Chem. Res., Synop., 1996, 376-377; B. P. Bandgar and P. P. Wadgaonkar, Synth. Commun., 1997, 27, 2069-2074; M. Demina, A. Velikanov, A. Medvedeva, L. Larina and M. Voronkov, J. Organomet. Chem., 1998, 553, 129-133; J. M. Blackwell, K. L. Foster, V. H. Beck and W. E. Piers, J. Org. Chem., 1999, 64, 4887-4892; B. P. Bandgar and S. P. Kasture, Monatsch. Chem., 2001, 132, 1101-1104; M. M. Mojtsahedi, M. R. Saidi, M. Bolourtchian and M. M. Heravi, Phosphorus, Sulfur Silicon Relat. Elem, 2002, 177, 289-292; H. Firouzabadi, N. Iranpoor, K. Amani and F. Nowrouzi, J. Chem. Soc., Perkin Trans, 1, 2002, 2601-2604.
    • (1993) Synth. Commun. , vol.23 , pp. 1633-1641
    • Firouzabadi, H.1    Karimi, B.2
  • 24
    • 2742536773 scopus 로고    scopus 로고
    • N. Azizi and M. R. Saidi, Organometallics, 2004, 23, 1457-1458 and references cited therein; H. Firouzabadi and B. Karimi, Synth. Commun., 1993, 23, 1633-1641; P. Kumar, G. C. G. Pais and A. Keshavaraja, J. Chem. Res., Synop., 1996, 376-377; B. P. Bandgar and P. P. Wadgaonkar, Synth. Commun., 1997, 27, 2069-2074; M. Demina, A. Velikanov, A. Medvedeva, L. Larina and M. Voronkov, J. Organomet. Chem., 1998, 553, 129-133; J. M. Blackwell, K. L. Foster, V. H. Beck and W. E. Piers, J. Org. Chem., 1999, 64, 4887-4892; B. P. Bandgar and S. P. Kasture, Monatsch. Chem., 2001, 132, 1101-1104; M. M. Mojtsahedi, M. R. Saidi, M. Bolourtchian and M. M. Heravi, Phosphorus, Sulfur Silicon Relat. Elem, 2002, 177, 289-292; H. Firouzabadi, N. Iranpoor, K. Amani and F. Nowrouzi, J. Chem. Soc., Perkin Trans, 1, 2002, 2601-2604.
    • (1996) J. Chem. Res., Synop. , pp. 376-377
    • Kumar, P.1    Pais, G.C.G.2    Keshavaraja, A.3
  • 25
    • 0031006119 scopus 로고    scopus 로고
    • N. Azizi and M. R. Saidi, Organometallics, 2004, 23, 1457-1458 and references cited therein; H. Firouzabadi and B. Karimi, Synth. Commun., 1993, 23, 1633-1641; P. Kumar, G. C. G. Pais and A. Keshavaraja, J. Chem. Res., Synop., 1996, 376-377; B. P. Bandgar and P. P. Wadgaonkar, Synth. Commun., 1997, 27, 2069-2074; M. Demina, A. Velikanov, A. Medvedeva, L. Larina and M. Voronkov, J. Organomet. Chem., 1998, 553, 129-133; J. M. Blackwell, K. L. Foster, V. H. Beck and W. E. Piers, J. Org. Chem., 1999, 64, 4887-4892; B. P. Bandgar and S. P. Kasture, Monatsch. Chem., 2001, 132, 1101-1104; M. M. Mojtsahedi, M. R. Saidi, M. Bolourtchian and M. M. Heravi, Phosphorus, Sulfur Silicon Relat. Elem, 2002, 177, 289-292; H. Firouzabadi, N. Iranpoor, K. Amani and F. Nowrouzi, J. Chem. Soc., Perkin Trans, 1, 2002, 2601-2604.
    • (1997) Synth. Commun. , vol.27 , pp. 2069-2074
    • Bandgar, B.P.1    Wadgaonkar, P.P.2
  • 26
    • 0001296034 scopus 로고    scopus 로고
    • N. Azizi and M. R. Saidi, Organometallics, 2004, 23, 1457-1458 and references cited therein; H. Firouzabadi and B. Karimi, Synth. Commun., 1993, 23, 1633-1641; P. Kumar, G. C. G. Pais and A. Keshavaraja, J. Chem. Res., Synop., 1996, 376-377; B. P. Bandgar and P. P. Wadgaonkar, Synth. Commun., 1997, 27, 2069-2074; M. Demina, A. Velikanov, A. Medvedeva, L. Larina and M. Voronkov, J. Organomet. Chem., 1998, 553, 129-133; J. M. Blackwell, K. L. Foster, V. H. Beck and W. E. Piers, J. Org. Chem., 1999, 64, 4887-4892; B. P. Bandgar and S. P. Kasture, Monatsch. Chem., 2001, 132, 1101-1104; M. M. Mojtsahedi, M. R. Saidi, M. Bolourtchian and M. M. Heravi, Phosphorus, Sulfur Silicon Relat. Elem, 2002, 177, 289-292; H. Firouzabadi, N. Iranpoor, K. Amani and F. Nowrouzi, J. Chem. Soc., Perkin Trans, 1, 2002, 2601-2604.
    • (1998) J. Organomet. Chem. , vol.553 , pp. 129-133
    • Demina, M.1    Velikanov, A.2    Medvedeva, A.3    Larina, L.4    Voronkov, M.5
  • 27
    • 0033603612 scopus 로고    scopus 로고
    • N. Azizi and M. R. Saidi, Organometallics, 2004, 23, 1457-1458 and references cited therein; H. Firouzabadi and B. Karimi, Synth. Commun., 1993, 23, 1633-1641; P. Kumar, G. C. G. Pais and A. Keshavaraja, J. Chem. Res., Synop., 1996, 376-377; B. P. Bandgar and P. P. Wadgaonkar, Synth. Commun., 1997, 27, 2069-2074; M. Demina, A. Velikanov, A. Medvedeva, L. Larina and M. Voronkov, J. Organomet. Chem., 1998, 553, 129-133; J. M. Blackwell, K. L. Foster, V. H. Beck and W. E. Piers, J. Org. Chem., 1999, 64, 4887-4892; B. P. Bandgar and S. P. Kasture, Monatsch. Chem., 2001, 132, 1101-1104; M. M. Mojtsahedi, M. R. Saidi, M. Bolourtchian and M. M. Heravi, Phosphorus, Sulfur Silicon Relat. Elem, 2002, 177, 289-292; H. Firouzabadi, N. Iranpoor, K. Amani and F. Nowrouzi, J. Chem. Soc., Perkin Trans, 1, 2002, 2601-2604.
    • (1999) J. Org. Chem. , vol.64 , pp. 4887-4892
    • Blackwell, J.M.1    Foster, K.L.2    Beck, V.H.3    Piers, W.E.4
  • 28
    • 57249093701 scopus 로고    scopus 로고
    • N. Azizi and M. R. Saidi, Organometallics, 2004, 23, 1457-1458 and references cited therein; H. Firouzabadi and B. Karimi, Synth. Commun., 1993, 23, 1633-1641; P. Kumar, G. C. G. Pais and A. Keshavaraja, J. Chem. Res., Synop., 1996, 376-377; B. P. Bandgar and P. P. Wadgaonkar, Synth. Commun., 1997, 27, 2069-2074; M. Demina, A. Velikanov, A. Medvedeva, L. Larina and M. Voronkov, J. Organomet. Chem., 1998, 553, 129-133; J. M. Blackwell, K. L. Foster, V. H. Beck and W. E. Piers, J. Org. Chem., 1999, 64, 4887-4892; B. P. Bandgar and S. P. Kasture, Monatsch. Chem., 2001, 132, 1101-1104; M. M. Mojtsahedi, M. R. Saidi, M. Bolourtchian and M. M. Heravi, Phosphorus, Sulfur Silicon Relat. Elem, 2002, 177, 289-292; H. Firouzabadi, N. Iranpoor, K. Amani and F. Nowrouzi, J. Chem. Soc., Perkin Trans, 1, 2002, 2601-2604.
    • (2001) Monatsch. Chem. , vol.132 , pp. 1101-1104
    • Bandgar, B.P.1    Kasture, S.P.2
  • 29
    • 0035981570 scopus 로고    scopus 로고
    • N. Azizi and M. R. Saidi, Organometallics, 2004, 23, 1457-1458 and references cited therein; H. Firouzabadi and B. Karimi, Synth. Commun., 1993, 23, 1633-1641; P. Kumar, G. C. G. Pais and A. Keshavaraja, J. Chem. Res., Synop., 1996, 376-377; B. P. Bandgar and P. P. Wadgaonkar, Synth. Commun., 1997, 27, 2069-2074; M. Demina, A. Velikanov, A. Medvedeva, L. Larina and M. Voronkov, J. Organomet. Chem., 1998, 553, 129-133; J. M. Blackwell, K. L. Foster, V. H. Beck and W. E. Piers, J. Org. Chem., 1999, 64, 4887-4892; B. P. Bandgar and S. P. Kasture, Monatsch. Chem., 2001, 132, 1101-1104; M. M. Mojtsahedi, M. R. Saidi, M. Bolourtchian and M. M. Heravi, Phosphorus, Sulfur Silicon Relat. Elem, 2002, 177, 289-292; H. Firouzabadi, N. Iranpoor, K. Amani and F. Nowrouzi, J. Chem. Soc., Perkin Trans, 1, 2002, 2601-2604.
    • (2002) Phosphorus, Sulfur Silicon Relat. Elem. , vol.177 , pp. 289-292
    • Mojtsahedi, M.M.1    Saidi, M.R.2    Bolourtchian, M.3    Heravi, M.M.4
  • 30
    • 0037038997 scopus 로고    scopus 로고
    • N. Azizi and M. R. Saidi, Organometallics, 2004, 23, 1457-1458 and references cited therein; H. Firouzabadi and B. Karimi, Synth. Commun., 1993, 23, 1633-1641; P. Kumar, G. C. G. Pais and A. Keshavaraja, J. Chem. Res., Synop., 1996, 376-377; B. P. Bandgar and P. P. Wadgaonkar, Synth. Commun., 1997, 27, 2069-2074; M. Demina, A. Velikanov, A. Medvedeva, L. Larina and M. Voronkov, J. Organomet. Chem., 1998, 553, 129-133; J. M. Blackwell, K. L. Foster, V. H. Beck and W. E. Piers, J. Org. Chem., 1999, 64, 4887-4892; B. P. Bandgar and S. P. Kasture, Monatsch. Chem., 2001, 132, 1101-1104; M. M. Mojtsahedi, M. R. Saidi, M. Bolourtchian and M. M. Heravi, Phosphorus, Sulfur Silicon Relat. Elem, 2002, 177, 289-292; H. Firouzabadi, N. Iranpoor, K. Amani and F. Nowrouzi, J. Chem. Soc., Perkin Trans, 1, 2002, 2601-2604.
    • (2002) J. Chem. Soc., Perkin Trans, 1 , pp. 2601-2604
    • Firouzabadi, H.1    Iranpoor, N.2    Amani, K.3    Nowrouzi, F.4
  • 32
    • 0035945061 scopus 로고    scopus 로고
    • F. Le Bideau, T. Coradin, J. Hénique and E. Samuel, Chem. Commun., 2001, 1408-1409; A. Biffis, E. Castello, M. Zecca and M. Basato, Tetrahedron, 2001, 57, 10391-10394.
    • (2001) Tetrahedron , vol.57 , pp. 10391-10394
    • Biffis, A.1    Castello, E.2    Zecca, M.3    Basato, M.4
  • 34
    • 0001164010 scopus 로고
    • A. Hosomi and H. Sakurai, Chem. Lett., 1981, 85-88; G. A. Olah, A. Husain, B. G. B. Gupta, G. F. Salem and S. C. Narang, J. Org. Chem, 1981, 46, 5212-5214.
    • (1981) Chem. Lett. , pp. 85-88
    • Hosomi, A.1    Sakurai, H.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.