메뉴 건너뛰기




Volumn 53, Issue 42, 1997, Pages 14355-14368

Reductive deprotection of allyl, benzyl and sulfonyl substituted alcohols, amines and amides using a naphthalene-catalysed lithiation

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; AMIDE; AMINE;

EID: 0030841582     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)00920-4     Document Type: Article
Times cited : (130)

References (66)
  • 2
    • 0003405157 scopus 로고
    • S. Thieme Verlag: Stuttgart
    • (b) Kocienski, P. Protecting Groups; S. Thieme Verlag: Stuttgart, 1994. See also:
    • (1994) Protecting Groups
    • Kocienski, P.1
  • 3
    • 0003417469 scopus 로고
    • Trost, B. M.; Fleming, I.; Winterfeldt, E. Eds.; Pergamon Press: Oxford, Chapter 3.1
    • (c) Kunz, H.; Waldmann, H. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I.; Winterfeldt, E. Eds.; Pergamon Press: Oxford, 1991; Vol 6, Chapter 3.1.
    • (1991) Comprehensive Organic Synthesis , vol.6
    • Kunz, H.1    Waldmann, H.2
  • 4
    • 0001166874 scopus 로고    scopus 로고
    • For reviews covering the literature published in 1994 and 1995, see: Jarowicki, K.; Kocienski, P. Contemp. Org. Synth. 1995, 2, 315-336;. 1996, 3, 397-432.
    • (1995) Contemp. Org. Synth. , vol.2 , pp. 315-336
    • Jarowicki, K.1    Kocienski, P.2
  • 5
    • 0001166874 scopus 로고    scopus 로고
    • For reviews covering the literature published in 1994 and 1995, see: Jarowicki, K.; Kocienski, P. Contemp. Org. Synth. 1995, 2, 315-336;. 1996, 3, 397-432.
    • (1996) Contemp. Org. Synth. , vol.3 , pp. 397-432
  • 7
    • 0343626885 scopus 로고
    • Trost, B. M.; Fleming, I. Eds.; Pergamon Press: Oxford, Chapter 4.7
    • (b) Entwistle, I. D.; Wood, W. W. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I. Eds.; Pergamon Press: Oxford, 1991; Vol 8, Chapter 4.7.
    • (1991) Comprehensive Organic Synthesis , vol.8
    • Entwistle, I.D.1    Wood, W.W.2
  • 8
    • 0029933069 scopus 로고    scopus 로고
    • 4d For recent accounts, see: (a) Lee, J.; Cha, J. K. Tetrahedron Lett. 1996, 37, 3663-3666.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 3663-3666
    • Lee, J.1    Cha, J.K.2
  • 12
    • 0030496093 scopus 로고    scopus 로고
    • For a recent review, see: Yus, M. Chem. Soc. Rev. 1996, 155-161.
    • (1996) Chem. Soc. Rev. , pp. 155-161
    • Yus, M.1
  • 13
    • 0031575589 scopus 로고    scopus 로고
    • For the last papers on this topic from our laboratory, see: (a) Alonso, E.; Ramón, D. J.; Yus, M. Tetrahedron 1997, 53, 2641-2652.
    • (1997) Tetrahedron , vol.53 , pp. 2641-2652
    • Alonso, E.1    Ramón, D.J.2    Yus, M.3
  • 19
    • 0028225658 scopus 로고
    • For recent accounts about allylic or benzylic ether deprotections using reductive methodologies, see: (a) Beugelmans, R.; Bourdet, S.; Bigot, A.; Zhu, J. Tetrahedron Lett. 1994, 35, 4349-4350.
    • (1994) Tetrahedron Lett. , vol.35 , pp. 4349-4350
    • Beugelmans, R.1    Bourdet, S.2    Bigot, A.3    Zhu, J.4
  • 22
    • 0001760748 scopus 로고
    • (a) For a leading reference on reductive cleavage of sulfonamides with hydrides, see: Gold, E. H.; Babad, E. J. Org. Chem. 1972, 37, 2208-2210.
    • (1972) J. Org. Chem. , vol.37 , pp. 2208-2210
    • Gold, E.H.1    Babad, E.2
  • 34
    • 0342321810 scopus 로고    scopus 로고
    • + signal
    • + signal.
  • 37
    • 0027155490 scopus 로고
    • 1H NMR data are in good agreement with those of the literature: Yang, R.-Y.; Dai, L-X. Synthesis 1993, 481-482.
    • (1993) Synthesis , pp. 481-482
    • Yang, R.-Y.1    Dai, L.-X.2
  • 39
  • 40
    • 0000026791 scopus 로고
    • No spectroscopic data given in the literature: Lerch, U.; Moffatt, J. G. J. Org. Chem. 1971, 36, 3686-3691.
    • (1971) J. Org. Chem. , vol.36 , pp. 3686-3691
    • Lerch, U.1    Moffatt, J.G.2
  • 41
    • 0000277064 scopus 로고
    • 1H NMR data are in good agreement with those of the literature: Guziec, F. S. Jr; Wei, D. J. Org. Chem. 1992, 57, 3772-3776.
    • (1992) J. Org. Chem. , vol.57 , pp. 3772-3776
    • Guziec F.S., Jr.1    Wei, D.2
  • 43
    • 0000586350 scopus 로고
    • No physical and spectroscopic data given in the literature: Thompson, M. E. J. Org. Chem. 1984, 49, 1700-1703.
    • (1984) J. Org. Chem. , vol.49 , pp. 1700-1703
    • Thompson, M.E.1
  • 48
    • 4244179118 scopus 로고
    • Jpn. Kokai Tokkyo Koho JP 06,210,948
    • No physical and spectroscopic data given in the literature: Tsunashige, I.; Masanobu, T. Jpn. Kokai Tokkyo Koho JP 06,210,948; Chem. Abstr. 1995, 122, 147380v.
    • (1995) Chem. Abstr. , vol.122
    • Tsunashige, I.1    Masanobu, T.2
  • 50
  • 57
    • 0002545219 scopus 로고
    • J. Wiley & Sons, Inc: New York
    • (b) Krimen, L. I. In Org. Synth., Coll. Vol. 6; J. Wiley & Sons, Inc: New York, 1988; pp 8-9.
    • (1988) Org. Synth., Coll. , vol.6 , pp. 8-9
    • Krimen, L.I.1
  • 66
    • 0000040048 scopus 로고
    • No spectroscopic data given in the literature: Snyder, J. K.; Stock, L. M. J. Org. Chem. 1980, 45, 886-891.
    • (1980) J. Org. Chem. , vol.45 , pp. 886-891
    • Snyder, J.K.1    Stock, L.M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.