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Volumn , Issue 6, 2008, Pages 655-667

Basic instinct: Design, synthesis and evaluation of (+)-sparteine surrogates for asymmetric synthesis

Author keywords

[No Author keywords available]

Indexed keywords

CYSTEINE; SPARTEINE;

EID: 38649093297     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b711420f     Document Type: Review
Times cited : (120)

References (81)
  • 2
    • 77957086255 scopus 로고
    • R. H. F. Manske and H. L. Holmes, Academic Press, New York, p. 119 For reviews, see:
    • N. J. Leonard, in The Alkaloids, ed., R. H. F. Manske, and, H. L. Holmes,, Academic Press, New York, 1953, vol. 3, p. 119
    • (1953) The Alkaloids, Ed.
    • Leonard In, N.J.1
  • 6
    • 33645317246 scopus 로고    scopus 로고
    • The Chemistry of Organolithium Compounds, in
    • Z. Rappoport and I. Marek, Wiley, Chichester, p. 997
    • R. E. Gawley and I. Coldham, The Chemistry of Organolithium Compounds, in The Chemistry of Functional Groups, ed., Z. Rappoport, and, I. Marek,, Wiley, Chichester, 2004, p. 997
    • (2004) The Chemistry of Functional Groups, Ed.
    • Gawley, R.E.1    Coldham, I.2
  • 7
    • 0037503118 scopus 로고    scopus 로고
    • The Chemistry of Organolithium Compounds, in
    • Z. Rappoport and I. Marek, Wiley, Chichester, p. 1077 (+)-Sparteine can be prepared from rac-lupanine (obtained by extraction of Lupinus albus) by resolution and lactam reduction. See:
    • D. Hoppe and G. Christoph, The Chemistry of Organolithium Compounds, in The Chemistry of Functional Groups, ed., Z. Rappoport, and, I. Marek,, Wiley, Chichester, 2004, p. 1077
    • (2004) The Chemistry of Functional Groups, Ed.
    • Hoppe, D.1    Christoph, G.2
  • 27
    • 0035822433 scopus 로고    scopus 로고
    • During the summer of 2001, our then Head of Department, Professor Robin Perutz suggested that I consider an overseas lecture tour as a means of raising the group's profile. Hence, I embarked on a lecture tour to France and Belgium in September 2001, funded by a Pfizer travel bursary and it was whilst visiting the Université de Caen-Basse-Normandie that our attention was alerted to the (-)-cytisine extraction procedure, optimised by Jacques Rouden (see ref. 23). We had not previously considered (-)-cytisine as a viable starting material as it is expensive (2007-8 Aldrich price: £502 for 250 mg)
    • J. R. Harrison P. O'Brien D. W. Porter N. M. Smith Chem. Commun. 2001 1202
    • (2001) Chem. Commun. , pp. 1202
    • Harrison, J.R.1    O'Brien, P.2    Porter, D.W.3    Smith, N.M.4
  • 37
    • 0000920450 scopus 로고
    • The competition experiment was first suggested by Professor Carsten Bolm (Aachen-RWTH). For related work, see:
    • P. Beak S. T. Kerrick S. Wu J. Chu J. Am. Chem. Soc. 1994 116 3231
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 3231
    • Beak, P.1    Kerrick, S.T.2    Wu, S.3    Chu, J.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.