Rücker, C., Rücker, G. & Bertz, S. H. Organic synthesis — art or science? J. Chem. Inf. Comput. Sci. 44, 378–386 (2004).
Whitesides, G. M. & Ismagilov, R. F. Complexity in chemistry. Science 284, 89–92 (1999).
Article CAS PubMed Google Scholar
Goldenfeld, N. & Kadanoff, L. P. Simple lessons from complexity. Science 284, 87–89 (1999).
Article CAS PubMed Google Scholar
Böttcher, T. From molecules to life: quantifying the complexity of chemical and biological systems in the universe. J. Mol. Evol. 86, 1–10 (2018).
Parrish, J. K. & Edelstein-Keshet, L. Complexity, pattern, and evolutionary trade-offs in animal aggregation. Science 284, 99–101 (1999).
Article CAS PubMed Google Scholar
Weng, G., Bhalla, U. S. & Iyengar, R. Complexity in biological signaling systems. Science 284, 92–96 (1999).
Article CAS PubMed PubMed Central Google Scholar
Rind, D. Complexity and climate. Science 284, 105–107 (1999).
Article CAS PubMed Google Scholar
Marshall, S. M., Murray, A. R. G. & Cronin, L. A probabilistic framework for identifying biosignatures using pathway complexity. Philos. Trans. R. Soc. A Math. Phys. Eng. Sci. 375, 20160342 (2017).
The Nobel Prize in Chemistry 1965. Nobel Media AB https://www.nobelprize.org/prizes/chemistry/1965/summary/ (2020).
Corey, E. J. & Todd Wipke, W. Computer-assisted design of complex organic syntheses. Science 166, 178–192 (1969).
Article CAS PubMed Google Scholar
Corey, E. J. & Cheng, X.-M. The Logic of Chemical Synthesis (Wiley, 1996).
Corey, E. J., Long, A. K. & Rubenstein, S. D. Computer-assisted analysis in organic synthesis. Science 228, 408–418 (1985).
Article CAS PubMed Google Scholar
Szymkuć, S. et al. Computer-assisted synthetic planning: the end of the beginning. Angew. Chem. Int. Ed. Engl. 55, 5904–5937 (2016).
Li, J. & Eastgate, M. D. Current complexity: a tool for assessing the complexity of organic molecules. Org. Biomol. Chem. 13, 7164–7176 (2015).
Article CAS PubMed Google Scholar
Gao, W. & Coley, C. W. The synthesizability of molecules proposed by generative models. J. Chem. Inf. Model. https://doi.org/10.1021/acs.jcim.0c00174 (2020).
Wender, P. A., Verma, V. A., Paxton, T. J. & Pillow, T. H. Function-oriented synthesis, step economy, and drug design. Acc. Chem. Res. 41, 40–49 (2008).
Article CAS PubMed Google Scholar
Willstätter, R. Synthesen in der tTropingruppe. I. Synthese des tropilidens. Justus Liebigs Ann. der Chem. 317, 204–265 (1901).
Humphrey, A. J. & O’Hagan, D. Tropane alkaloid biosynthesis. A century old problem unresolved. Nat. Prod. Rep. 18, 494–502 (2001).
Article CAS PubMed Google Scholar
Medley, J. W. & Movassaghi, M. Robinson’s landmark synthesis of tropinone. Chem. Commun. 49, 10775–10777 (2013).
Robinson, R. LXIII. — a synthesis of tropinone. J. Chem. Soc. Trans. 111, 762–768 (1917).
Bélanger, A. et al. Total synthesis of ryanodol. Can. J. Chem. 57, 3348–3354 (1979).
Nagatomo, M. et al. Total synthesis of ryanodol. J. Am. Chem. Soc. 136, 5916–5919 (2014).
Article CAS PubMed Google Scholar
Chuang, K. V., Xu, C. & Reisman, S. E. A 15-step synthesis of (+)-ryanodol. Science 353, 912–915 (2016).
Article CAS PubMed PubMed Central Google Scholar
Baran, P. S. Natural product total synthesis: as exciting as ever and here to stay. J. Am. Chem. Soc. 140, 4751–4755 (2018).
Article CAS PubMed Google Scholar
Holton, R. A. et al. First total synthesis of taxol. 1. Functionalization of the B ring. J. Am. Chem. Soc. 116, 1597–1598 (1994).
Holton, R. A. et al. First total synthesis of taxol. 2. Completion of the C and D rings. J. Am. Chem. Soc. 116, 1599–1600 (1994).
Nicolaou, K. C. et al. Total synthesis of taxol. Nature 367, 630–634 (1994).
Article CAS PubMed Google Scholar
Wender, P. A. et al. The pinene path to taxanes. 5. Stereocontrolled synthesis of a versatile taxane precursor. J. Am. Chem. Soc. 119, 2755–2756 (1997).
Wender, P. A. et al. The pinene path to taxanes. 6. A concise stereocontrolled synthesis of taxol. J. Am. Chem. Soc. 119, 2757–2758 (1997).
Masters, J. J., Link, J. T., Snyder, L. B., Young, W. B. & Danishefsky, S. J. A total synthesis of taxol. Angew. Chem. Int. Ed. Engl. 34, 1723–1726 (1995).
Mukaiyama, T. et al. Asymmetric total synthesis of taxol\R. Chem. A Eur. J. 5, 121–161 (1999).
Morihira, K. et al. Enantioselective total synthesis of taxol. J. Am. Chem. Soc. 120, 12980–12981 (1998).
Kanda, Y. et al. Two-phase synthesis of taxol. J. Am. Chem. Soc. 142, 10526–10533 (2020).
Article CAS PubMed PubMed Central Google Scholar
Nicolaou, K. C. et al. Total synthesis of calicheamicin γ1I. J. Am. Chem. Soc. 114, 10082–10084 (1992).
Groneberg, R. D. et al. Total synthesis of calicheamicin γ1I. 1. Synthesis of the oligosaccharide fragment. J. Am. Chem. Soc. 115, 7593–7611 (1993).
Smith, A. L. et al. Total synthesis of calicheamicin γ1I. 2. Development of an enantioselective route to (−)-calicheamicinone. J. Am. Chem. Soc. 115, 7612–7624 (1993).
Nicolaou, K. C. et al. Total synthesis of calicheamicin γ1I. 3. The final stages. J. Am. Chem. Soc. 115, 7625–7635 (1993).
Aicher, T. D. et al. Total synthesis of halichondrin B and norhalichondrin B. J. Am. Chem. Soc. 114, 3162–3164 (1992).
Jackson, K. L., Henderson, J. A., Motoyoshi, H. & Phillips, A. J. A total synthesis of norhalichondrin B. Angew. Chem. Int. Ed. Engl. 48, 2346–2350 (2009).
留言 (0)