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Volumn 38, Issue 13-14, 1999, Pages 1960-1962

Novel and efficient isomerization of allylic alcohols promoted by a etrapropylammonium perruthenate catalyst

Author keywords

Alcohols; Aldehydes; Homogeneous catalysis; Isomerizations; Ruthenium

Indexed keywords

ALCOHOL; GERANIOL; RUTHENIUM; TETRAPROPYLAMMONIUM;

EID: 0033549492     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(sici)1521-3773(19990712)38:13/14<1960::aid-anie1960>3.0.co;2-4     Document Type: Article
Times cited : (49)

References (41)
  • 2
    • 0000753243 scopus 로고
    • (Eds: B. M. Trost, I. Fleming, S. V. Ley), Pergamon, Oxford
    • b) G. Procter in Comprehensive Organic Synthesis, Vol. 7 (Eds: B. M. Trost, I. Fleming, S. V. Ley), Pergamon, Oxford, 1991, p. 305;
    • (1991) Comprehensive Organic Synthesis , vol.7 , pp. 305
    • Procter, G.1
  • 3
    • 0000676907 scopus 로고
    • (Eds: B. M. Trost, I. Fleming, S. V. Ley), Pergamon, Oxford
    • c) S. V. Ley, A. Madin in Comprehensive Organic Synthesis, Vol. 7 (Eds: B. M. Trost, I. Fleming, S. V. Ley), Pergamon, Oxford, 1991, p. 251;
    • (1991) Comprehensive Organic Synthesis , vol.7 , pp. 251
    • Ley, S.V.1    Madin, A.2
  • 4
    • 0002808974 scopus 로고
    • (Eds: B. M. Trost, I. Fleming, S. V. Ley), Pergamon, Oxford
    • d) T. V. Lee in Comprehensive Organic Synthesis, Vol. 7 (Eds: B. M. Trost, I. Fleming, S. V. Ley), Pergamon, Oxford, 1991, p. 291.
    • (1991) Comprehensive Organic Synthesis , vol.7 , pp. 291
    • Lee, T.V.1
  • 17
    • 0030725046 scopus 로고    scopus 로고
    • b) I. E. Markó, M. Tsukazaki, P. R. Giles, S. M. Brown, C. J. Urch, Angew. Chem. 1997, 109, 2297; Angew. Chem. Int. Ed. Engl. 1997, 36, 2208;
    • (1997) Angew. Chem. Int. Ed. Engl. , vol.36 , pp. 2208
  • 36
    • 85088603394 scopus 로고    scopus 로고
    • note
    • [7k]
  • 37
    • 0027733638 scopus 로고
    • III derivative necessarily requires the further consumption of the sacrificial alcohol 4. See also: S.-I. Murahashi, T. Naota, N. Hirai, J. Org. Chem. 1993, 58, 7318.
    • (1993) J. Org. Chem. , vol.58 , pp. 7318
    • Murahashi, S.-I.1    Naota, T.2    Hirai, N.3
  • 38
    • 0344932566 scopus 로고    scopus 로고
    • note
    • That a ruthenium alkoxide 7 is an intermediate in this process is clearly revealed by the complete lack of reactivity of the trimethylsilyl ether derived from 6.
  • 39
    • 33845374872 scopus 로고
    • The [1.4] addition of ruthenium hydrides to enones is well-documented; see for example: Y. Ishii, K. Osakada, T. Ikariya, M. Saburi, S. Yoshikawa, J. Org. Chem. 1986, 51, 2034. For a similar mechanism involving the [1,4]-hydride addition to conjugated iminium intermediates, see, for example: S.-I. Inoue, H. Takaya, K. Tani, S. Otsuka, T. Sato, R. Noyori, J. Am. Chem. Soc. 1990, 112, 4897.
    • (1986) J. Org. Chem. , vol.51 , pp. 2034
    • Ishii, Y.1    Osakada, K.2    Ikariya, T.3    Saburi, M.4    Yoshikawa, S.5
  • 40
    • 0001149238 scopus 로고
    • The [1.4] addition of ruthenium hydrides to enones is well-documented; see for example: Y. Ishii, K. Osakada, T. Ikariya, M. Saburi, S. Yoshikawa, J. Org. Chem. 1986, 51, 2034. For a similar mechanism involving the [1,4]-hydride addition to conjugated iminium intermediates, see, for example: S.-I. Inoue, H. Takaya, K. Tani, S. Otsuka, T. Sato, R. Noyori, J. Am. Chem. Soc. 1990, 112, 4897.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 4897
    • Inoue, S.-I.1    Takaya, H.2    Tani, K.3    Otsuka, S.4    Sato, T.5    Noyori, R.6
  • 41
    • 0344932564 scopus 로고    scopus 로고
    • note
    • Beside being a by-product of the oxidation of 4, 2-undecanone also appears to act as a ligand for the low-valent ruthenium catalyst.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.