A series of compounds designed to adopt a conformation similar to the tubulin-binding T- Taxol conformation of the anticancer drug paclitaxel has been synthesized. Both the internally bridged analogs 37–39, 41 and the open-chain analogs 27–29 and 43 were prepared. The bridged analogs 37–39 and 41 were synthesized by Grubbs' metatheses of compounds 30–32 and 33, which, in turn, were prepared by coupling β-lactams 24–26 ...