A retrosynthetic analysis using the computer program LHASA of the prom
ising antitumor agent taxol (1) is described, which resulted in a synt
hetic route with the following key steps: an intramolecular Diels-Alde
r reaction generating the AB rings, and the coupling reactions of the
required diene and dienophile with a CD-ring fragment. The feasibility
of the route is studied by comparing the LHASA analysis with related
chemistry from the literature. Finally, a critical discussion about th
e usability of the LHASA program for the planning of complex organic m
olecules is given.