Computer-assisted planning of organic syntheses: The second generation of programs

Angewandte Chemie (International Edition in English)

Volumn 34, Issue 23, 1996, Pages 2613-2633

  Ihlenfeldt, Wolf Dietrich ^a   Gasteiger, Johann ^a  

^a UNIVERSITY OF ERLANGEN NUREMBERG   (Germany)

Author keywords

Chemistry; Computer; Synthesis planning; WODCA

Indexed keywords

EID: 33751149652     PISSN: 05700833     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Review

References (101)

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6. Overviews of computer-assisted synthesis planning: a) M. Bersohn, Chem. Rev. 1976, 76, 269-282; b) J. Gasteiger in Computer in der Chemie (Ed.: E. Ziegler), 2nd edition, Springer, Berlin, 1985, pp. 207-257; c) R. Barone, M. Chanon in Computer Aids to Chemistry (Eds: G. Vermin, M. Chanon), Ellis Horwood, Chichester, 1986, pp. 19-102; d) G. Loftus, Chemical Information Systems - Beyond the Structure Diagram, Ellis Horwood, New York. 1991, pp. 222-262; e) M. A. Ott, J. H. Noordik, Recl. Trav. Chim. Pays Bas 1992, 111, 239-246. The journal Recueil des Travaux Chimiques des Pays-Bas published a special issue on this topic (June 1992, Vol. 111) and printed papers from ten research groups that develop program systems for computer-assisted synthesis planning. The first paper gives an introduction.
7. Overviews of computer-assisted synthesis planning: a) M. Bersohn, Chem. Rev. 1976, 76, 269-282; b) J. Gasteiger in Computer in der Chemie (Ed.: E. Ziegler), 2nd edition, Springer, Berlin, 1985, pp. 207-257; c) R. Barone, M. Chanon in Computer Aids to Chemistry (Eds: G. Vermin, M. Chanon), Ellis Horwood, Chichester, 1986, pp. 19-102; d) G. Loftus, Chemical Information Systems - Beyond the Structure Diagram, Ellis Horwood, New York. 1991, pp. 222-262; e) M. A. Ott, J. H. Noordik, Recl. Trav. Chim. Pays Bas 1992, 111, 239-246. The journal Recueil des Travaux Chimiques des Pays-Bas published a special issue on this topic (June 1992, Vol. 111) and printed papers from ten research groups that develop program systems for computer-assisted synthesis planning. The first paper gives an introduction.
8. Overviews of computer-assisted synthesis planning: a) M. Bersohn, Chem. Rev. 1976, 76, 269-282; b) J. Gasteiger in Computer in der Chemie (Ed.: E. Ziegler), 2nd edition, Springer, Berlin, 1985, pp. 207-257; c) R. Barone, M. Chanon in Computer Aids to Chemistry (Eds: G. Vermin, M. Chanon), Ellis Horwood, Chichester, 1986, pp. 19-102; d) G. Loftus, Chemical Information Systems - Beyond the Structure Diagram, Ellis Horwood, New York. 1991, pp. 222-262; e) M. A. Ott, J. H. Noordik, Recl. Trav. Chim. Pays Bas 1992, 111, 239-246. The journal Recueil des Travaux Chimiques des Pays-Bas published a special issue on this topic (June 1992, Vol. 111) and printed papers from ten research groups that develop program systems for computer-assisted synthesis planning. The first paper gives an introduction.
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76. One of the referees was of the opinion that this is not a valid comparison. He stated that often a reaction database query would be initiated just to check the feasibility of a reaction when a chemists does some manual planning. In our opinion this clearly is a significant symptom of a lack of acceptance of synthesis-planning programs. Ideally any plan should be developed in an integrated planning system, and the query should originate from such a system in order to verify the program's proposal.
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100. Here, in the case of sabinene, the six-membered ring is an envelope. The elementary rings are the three- and five-membered rings. Therefore the six-membered ring is allowed and passes.
101. This statement is not absolutely correct. The exhaustive mapping of two graphs in all possible orientations is computationally too demanding. Therefore WODCA uses some heuristics in order to reduce the number of mappings in a synthetically sound manner. The maximum common substructure is only among the examined mappings if at least some part of the border region between the embedded substructure and the compared compounds contains reactive centers.