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Volumn , Issue 1, 2008, Pages 27-42

Biogenesis and biomimetic chemistry: Can complex natural products be assembled spontaneously?

Author keywords

Biogenesis; Biomimetic synthesis; Molecular complexity; Molecular diversity; Natural products

Indexed keywords


EID: 38049014380     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200700331     Document Type: Short Survey
Times cited : (64)

References (67)
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    • Biomimetic synthesis from precursors that bear the right geometry, for the cyclization cascade see: a) K. A. Parker, Y. H. Lim, J. Am. Chem. Soc. 2004, 126, 15968-15969;
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    • for the conversion of spectinabilin into SNF see: c M. F. Jacobsen, J. E. Moses, R. M. Adlington, J. E. Baldwin, Org. Lett. 2005, 7, 2473-2476.
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    • We thank one of the referees of this article for suggesting the following example
    • a) We thank one of the referees of this article for suggesting the following example:
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    • Evans' group also published a similar approach to (-)-FR 182877 and hexacyclinic acid, see: D. A. Evans, J. T. Starr, Angew. Chem. Int. Ed. 2002, 41, 1787-1790.
    • Evans' group also published a similar approach to (-)-FR 182877 and hexacyclinic acid, see: D. A. Evans, J. T. Starr, Angew. Chem. Int. Ed. 2002, 41, 1787-1790.
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    • We gratefully thank one of the referees for suggesting the individualization of the light-induced metabolites and for providing examples. This referee also points out this stimulating comment: many natural products that have been ascribed as being photochemical artefacts are just as natural as all the other examples of spontaneous molecular reorganizations that require ambient thermal energy to form;
    • a) We gratefully thank one of the referees for suggesting the individualization of the light-induced metabolites and for providing examples. This referee also points out this stimulating comment: "many natural products that have been ascribed as being photochemical artefacts are just as natural as all the other examples of spontaneous molecular reorganizations that require ambient thermal energy to form";
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    • For a review article, see for example:, This family of metabolites also features interesting Diels-Alder sequences during their biosynthesis
    • For a review article, see for example: R. M. Williams, R. J. Cox, Acc. Chem. Res. 2003, 36, 127-139. This family of metabolites also features interesting Diels-Alder sequences during their biosynthesis.
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    • The stereochemistry described by Lee for torreyanic acid was shown to be wrong by Porco's work, and the real precursor appeared to be the enantiomer of the compound previously considered as such.
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    • We thank one of the referees and the editor for letting us know this example
    • a) We thank one of the referees and the editor for letting us know this example:
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    • c) for other examples of elegant biomimetic synthesis in the field of Nitraria alkaloids, see: D. François, M.-C. Lallemand, M. Selkti, A. Tomas, N. Kunesch, H.-P. Husson, J. Org. Chem. 1997, 62, 8914-8916 ;
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    • See also, R. C. Whitehead's point of view: J. R. Doncaster, H. Ryan, R. C. Whitehead, Synlett 2003, 651-654.
    • See also, R. C. Whitehead's point of view: J. R. Doncaster, H. Ryan, R. C. Whitehead, Synlett 2003, 651-654.
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    • A. Eschenmoser, Angew. Chem. Int. Ed. Engl. 1988, 27, 5-39, and references cited therein. We thank one of the referee for this suggestion.
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    • The biochemist Christian Duve discusses the principle of congruence with a central hypothesis according to which chemistry came first: today's metabolism shows traces of primitive chemistry. He adds that it should be interesting to find inspiration in this for the elaboration of theories, and particularly for the setting of experimental investigations. See for example
    • The biochemist Christian Duve discusses the "principle of congruence" with a central hypothesis according to which chemistry came first: "today's metabolism shows traces of primitive chemistry". He adds that it "should be interesting to find inspiration in this for the elaboration of theories, and particularly for the setting of experimental investigations". See for example: C. de Duve, Chem. Biodiv. 2007, 4, 574-583.
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    • See, for example, Porco's own opinion: J. A. Porco Jr, Nature 2007, 446, 384-385
    • See, for example, Porco's own opinion: J. A. Porco Jr, Nature 2007, 446, 384-385
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.