< Synthesis Design
Only in simple synthesis problems one can expect that a search for suitable starting materials already succeeds with the target compound. In most cases, the synthesis problem has to be simplified by first generating synthesis precursors. Therefore, methods for the search and evaluation of strategic bonds have been implemented in WODCA whereby the application of a classical synthon- or transform-oriented knowledge base has been avoided.

For each bond, the two possible heterolytic bond breakings are explored and evaluated by physicochemical effects such as bond polarity [1], and the stabilization of charges by inductive [2] , resonance [3], and polarizability effects [4]. These methods are calculated by rapid procedures collected in the PETRA system [5]. Furthermore, structural effects such as points of bond branching of bonds, positions at ring systems, and stereochemical centers are taken into account. Four different groups of disconnection strategies have been implemented working on the basis of these parameters
  • carbon-heteroatom bonds
  • aliphatic bonds
  • aromatic substitution
  • polycyclic compounds


J. Gasteiger, M. Marsili, Tetrahedron 1980, 36, 3219-3228

M. G. Hutchings, J. Gasteiger, Tetrahedron Lett. 1983, 24, 2541-2544.

J. Gasteiger, H. Saller, Angew. Chem. 1985, 97, 699-701; Angew. Chem. Int. Ed. Engl. 1985, 24 , 687-689.

J. Gasteiger, M. G. Hutchings, J. Chem. Soc. Perkin 2 1984, 559-564.

J. Gasteiger, Empirical Methods for the Calculating of Physicochemical Data of Organic Compounds, Physical Property Prediction in Organic Chemistry, C. Jochum, J. Hicks, J. Sunkel (Eds.), Springer Verlag, Heidelberg, 1988, 119-138.

Related Links:
http://www2.chemie.uni-erlangen.de/software/petra .html
WODCA manual