메뉴 건너뛰기




Volumn , Issue 16, 1996, Pages 1931-1932

Asymmetric synthesis of a seven carbon anti-3,5-diol building block. A polyacetate derivative with completely resolved C2 symmetry

Author keywords

[No Author keywords available]

Indexed keywords


EID: 0001937590     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/cc9960001931     Document Type: Article
Times cited : (43)

References (27)
  • 1
    • 0025070904 scopus 로고
    • and references cited therein
    • T. Oishi and T. Nakata, Synthesis, 1990, 635 and references cited therein.
    • (1990) Synthesis , pp. 635
    • Oishi, T.1    Nakata, T.2
  • 3
    • 0023606073 scopus 로고
    • S. L. Schreiber and M. T. Goulet, J. Am. Chem. Soc., 1987, 109, 8120; C. S. Poss, S. D. Rychnovsky and S. L. Schreiber, J. Am. Chem. Soc., 1993, 115, 3360.
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 8120
    • Schreiber, S.L.1    Goulet, M.T.2
  • 5
    • 0028071712 scopus 로고
    • S. D. Rychnovsky and R. C. Hoye, J. Am. Chem. Soc., 1994, 116, 1753; Y. Mori, M. Asai, J. Kawade and H. Furukawa, Tetrahedron, 1995, 51, 5315.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 1753
    • Rychnovsky, S.D.1    Hoye, R.C.2
  • 7
    • 1542622686 scopus 로고
    • G. R. Pettit, The Chemisty, 1989, 11; R. D. Norcross and I. Paterson, Chem. Rev., 1995, 95, 2041.
    • (1989) The Chemisty , pp. 11
    • Pettit, G.R.1
  • 9
    • 0000575874 scopus 로고
    • S. Masamune, Pure Appl. Chem., 1988, 60, 1587; D. A. Evans, J. A. Gauchet-Prunet, E. M. Carreira and A. B. Charette, J. Org. Chem., 1991, 56, 741; D. A. Evans and J. A. Gauchet-Prunet, J. Org. Chem., 1993, 58, 2446; K. C. Nicolaou and E. J. Sorensen, Classics in Total Synthesis, VCH, Weinheim, 1996; Y. Mori, M. Asai, A. Okumura and H. Furukawa, Tetrahedron, 1995, 51, 5299; T. Harada, T. Shintani and A. Oku, J. Am. Chem. Soc., 1995, 127, 12 346.
    • (1988) Pure Appl. Chem. , vol.60 , pp. 1587
    • Masamune, S.1
  • 10
    • 0026065595 scopus 로고
    • S. Masamune, Pure Appl. Chem., 1988, 60, 1587; D. A. Evans, J. A. Gauchet-Prunet, E. M. Carreira and A. B. Charette, J. Org. Chem., 1991, 56, 741; D. A. Evans and J. A. Gauchet-Prunet, J. Org. Chem., 1993, 58, 2446; K. C. Nicolaou and E. J. Sorensen, Classics in Total Synthesis, VCH, Weinheim, 1996; Y. Mori, M. Asai, A. Okumura and H. Furukawa, Tetrahedron, 1995, 51, 5299; T. Harada, T. Shintani and A. Oku, J. Am. Chem. Soc., 1995, 127, 12 346.
    • (1991) J. Org. Chem. , vol.56 , pp. 741
    • Evans, D.A.1    Gauchet-Prunet, J.A.2    Carreira, E.M.3    Charette, A.B.4
  • 11
    • 0001565311 scopus 로고
    • S. Masamune, Pure Appl. Chem., 1988, 60, 1587; D. A. Evans, J. A. Gauchet-Prunet, E. M. Carreira and A. B. Charette, J. Org. Chem., 1991, 56, 741; D. A. Evans and J. A. Gauchet-Prunet, J. Org. Chem., 1993, 58, 2446; K. C. Nicolaou and E. J. Sorensen, Classics in Total Synthesis, VCH, Weinheim, 1996; Y. Mori, M. Asai, A. Okumura and H. Furukawa, Tetrahedron, 1995, 51, 5299; T. Harada, T. Shintani and A. Oku, J. Am. Chem. Soc., 1995, 127, 12 346.
    • (1993) J. Org. Chem. , vol.58 , pp. 2446
    • Evans, D.A.1    Gauchet-Prunet, J.A.2
  • 12
    • 0004220870 scopus 로고    scopus 로고
    • VCH, Weinheim
    • S. Masamune, Pure Appl. Chem., 1988, 60, 1587; D. A. Evans, J. A. Gauchet-Prunet, E. M. Carreira and A. B. Charette, J. Org. Chem., 1991, 56, 741; D. A. Evans and J. A. Gauchet-Prunet, J. Org. Chem., 1993, 58, 2446; K. C. Nicolaou and E. J. Sorensen, Classics in Total Synthesis, VCH, Weinheim, 1996; Y. Mori, M. Asai, A. Okumura and H. Furukawa, Tetrahedron, 1995, 51, 5299; T. Harada, T. Shintani and A. Oku, J. Am. Chem. Soc., 1995, 127, 12 346.
    • (1996) Classics in Total Synthesis
    • Nicolaou, K.C.1    Sorensen, E.J.2
  • 13
    • 0028934744 scopus 로고
    • S. Masamune, Pure Appl. Chem., 1988, 60, 1587; D. A. Evans, J. A. Gauchet-Prunet, E. M. Carreira and A. B. Charette, J. Org. Chem., 1991, 56, 741; D. A. Evans and J. A. Gauchet-Prunet, J. Org. Chem., 1993, 58, 2446; K. C. Nicolaou and E. J. Sorensen, Classics in Total Synthesis, VCH, Weinheim, 1996; Y. Mori, M. Asai, A. Okumura and H. Furukawa, Tetrahedron, 1995, 51, 5299; T. Harada, T. Shintani and A. Oku, J. Am. Chem. Soc., 1995, 127, 12 346.
    • (1995) Tetrahedron , vol.51 , pp. 5299
    • Mori, Y.1    Asai, M.2    Okumura, A.3    Furukawa, H.4
  • 14
    • 0029617391 scopus 로고
    • S. Masamune, Pure Appl. Chem., 1988, 60, 1587; D. A. Evans, J. A. Gauchet-Prunet, E. M. Carreira and A. B. Charette, J. Org. Chem., 1991, 56, 741; D. A. Evans and J. A. Gauchet-Prunet, J. Org. Chem., 1993, 58, 2446; K. C. Nicolaou and E. J. Sorensen, Classics in Total Synthesis, VCH, Weinheim, 1996; Y. Mori, M. Asai, A. Okumura and H. Furukawa, Tetrahedron, 1995, 51, 5299; T. Harada, T. Shintani and A. Oku, J. Am. Chem. Soc., 1995, 127, 12 346.
    • (1995) J. Am. Chem. Soc. , vol.127 , pp. 12346
    • Harada, T.1    Shintani, T.2    Oku, A.3
  • 15
    • 0000884321 scopus 로고
    • and references cited therein
    • Prepared on 1 molar scale (55-60% yield) from furan and 1, 1,3,3-tetrabromoacetone via the triethyl borate-zinc procedure and reductive debromination H. M. R. Hoffmann and M. N. Iqbal. Tetrahedron Lett., 1975, 16, 4487 and references cited therein. See also J. Reinecke and H. M. R. Hoffmann, Chem. Eur. J., 1995,1, 358. Oxabicycle 1 is water soluble and the isolated yield tends to drop on small scale preparation: A. E. Hill, G. Greenwood and H. M. R. Hoffmann, J. Am. Chem. Soc., 1973, 95, 1338.
    • (1975) Tetrahedron Lett. , vol.16 , pp. 4487
    • Hoffmann, H.M.R.1    Iqbal, M.N.2
  • 16
    • 0011912995 scopus 로고
    • Prepared on 1 molar scale (55-60% yield) from furan and 1, 1,3,3-tetrabromoacetone via the triethyl borate-zinc procedure and reductive debromination H. M. R. Hoffmann and M. N. Iqbal. Tetrahedron Lett., 1975, 16, 4487 and references cited therein. See also J. Reinecke and H. M. R. Hoffmann, Chem. Eur. J., 1995,1, 358. Oxabicycle 1 is water soluble and the isolated yield tends to drop on small scale preparation: A. E. Hill, G. Greenwood and H. M. R. Hoffmann, J. Am. Chem. Soc., 1973, 95, 1338.
    • (1995) Chem. Eur. J. , vol.1 , pp. 358
    • Reinecke, J.1    Hoffmann, H.M.R.2
  • 17
    • 0001002255 scopus 로고
    • Prepared on 1 molar scale (55-60% yield) from furan and 1, 1,3,3-tetrabromoacetone via the triethyl borate-zinc procedure and reductive debromination H. M. R. Hoffmann and M. N. Iqbal. Tetrahedron Lett., 1975, 16, 4487 and references cited therein. See also J. Reinecke and H. M. R. Hoffmann, Chem. Eur. J., 1995,1, 358. Oxabicycle 1 is water soluble and the isolated yield tends to drop on small scale preparation: A. E. Hill, G. Greenwood and H. M. R. Hoffmann, J. Am. Chem. Soc., 1973, 95, 1338.
    • (1973) J. Am. Chem. Soc. , vol.95 , pp. 1338
    • Hill, A.E.1    Greenwood, G.2    Hoffmann, H.M.R.3
  • 18
    • 0000976413 scopus 로고
    • H. C. Brown and N. N. Joshi, J. Org. Chem., 1988, 53, 4059; I. Paterson, J. M. Goodman, M. A. Lister, R. C. Schumann, C. K. McClure and R. D. Norcross, Tetrahedron, 1990, 46, 4663; asymmetric hydroborations of related systems have been reported recently: J. S. Yadav, C. Srinivas Rao, S. Chandrasekhar and A. V. Rama Rao, Tetrahedron Lett., 1995, 36, 7717; M. Lautens and S. Ma, Tetrahedron Lett., 1996, 37, 1727.
    • (1988) J. Org. Chem. , vol.53 , pp. 4059
    • Brown, H.C.1    Joshi, N.N.2
  • 19
    • 0000194961 scopus 로고
    • H. C. Brown and N. N. Joshi, J. Org. Chem., 1988, 53, 4059; I. Paterson, J. M. Goodman, M. A. Lister, R. C. Schumann, C. K. McClure and R. D. Norcross, Tetrahedron, 1990, 46, 4663; asymmetric hydroborations of related systems have been reported recently: J. S. Yadav, C. Srinivas Rao, S. Chandrasekhar and A. V. Rama Rao, Tetrahedron Lett., 1995, 36, 7717; M. Lautens and S. Ma, Tetrahedron Lett., 1996, 37, 1727.
    • (1990) Tetrahedron , vol.46 , pp. 4663
    • Paterson, I.1    Goodman, J.M.2    Lister, M.A.3    Schumann, R.C.4    McClure, C.K.5    Norcross, R.D.6
  • 20
    • 0028839430 scopus 로고
    • H. C. Brown and N. N. Joshi, J. Org. Chem., 1988, 53, 4059; I. Paterson, J. M. Goodman, M. A. Lister, R. C. Schumann, C. K. McClure and R. D. Norcross, Tetrahedron, 1990, 46, 4663; asymmetric hydroborations of related systems have been reported recently: J. S. Yadav, C. Srinivas Rao, S. Chandrasekhar and A. V. Rama Rao, Tetrahedron Lett., 1995, 36, 7717; M. Lautens and S. Ma, Tetrahedron Lett., 1996, 37, 1727.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 7717
    • Yadav, J.S.1    Srinivas Rao, C.2    Chandrasekhar, S.3    Rama Rao, A.V.4
  • 21
    • 0029969242 scopus 로고    scopus 로고
    • H. C. Brown and N. N. Joshi, J. Org. Chem., 1988, 53, 4059; I. Paterson, J. M. Goodman, M. A. Lister, R. C. Schumann, C. K. McClure and R. D. Norcross, Tetrahedron, 1990, 46, 4663; asymmetric hydroborations of related systems have been reported recently: J. S. Yadav, C. Srinivas Rao, S. Chandrasekhar and A. V. Rama Rao, Tetrahedron Lett., 1995, 36, 7717; M. Lautens and S. Ma, Tetrahedron Lett., 1996, 37, 1727.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 1727
    • Lautens, M.1    Ma, S.2
  • 25
    • 0041665833 scopus 로고
    • T. Nakata, S. Nagao, S. Takao, T. Tanaka and T. Oishi, Tetrahedron Lett., 1985, 26, 73; T. Nakata, S. Nagao and T. Oishi, Tetrahedron Lett., 1985, 26, 75; Y. Honda, M. Sakai and G. Tsuchihashi, Chem. Lett., 1985, 1153.
    • (1985) Tetrahedron Lett. , vol.26 , pp. 73
    • Nakata, T.1    Nagao, S.2    Takao, S.3    Tanaka, T.4    Oishi, T.5
  • 26
    • 0001771821 scopus 로고
    • T. Nakata, S. Nagao, S. Takao, T. Tanaka and T. Oishi, Tetrahedron Lett., 1985, 26, 73; T. Nakata, S. Nagao and T. Oishi, Tetrahedron Lett., 1985, 26, 75; Y. Honda, M. Sakai and G. Tsuchihashi, Chem. Lett., 1985, 1153.
    • (1985) Tetrahedron Lett. , vol.26 , pp. 75
    • Nakata, T.1    Nagao, S.2    Oishi, T.3
  • 27
    • 0041665833 scopus 로고
    • T. Nakata, S. Nagao, S. Takao, T. Tanaka and T. Oishi, Tetrahedron Lett., 1985, 26, 73; T. Nakata, S. Nagao and T. Oishi, Tetrahedron Lett., 1985, 26, 75; Y. Honda, M. Sakai and G. Tsuchihashi, Chem. Lett., 1985, 1153.
    • (1985) Chem. Lett. , pp. 1153
    • Honda, Y.1    Sakai, M.2    Tsuchihashi, G.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.