Heck synthetic targets

Figure 1.25 A cross-section of key synthetic targets accessed by the Heck-Matsuda reaction in recent years.

Following a similar strategy, the synthesis of tetracyclic models of aziridinomitosenes, bioactive degradation products of mitomycins, was based on the Reformatsky reaction of thiolactam 100, as shown in equation 59. The synthetic plan and reagent design were directed to the use of an intramolecular Heck reaction of 101 to complete the target skeleton146. 

Charles Well, I got my target list and synthetic scheme from Curt, our lab leader. But don t think that means the compounds just make themselves. I had to play around with the reaction conditions to get the reactions to work, some of them go fine at room temperature but others I had to heat the heck out of. You know, some of these compounds aren t easy to isolate either. Without my hands on this HPLC you could bet that it would take a lot longer to get those same compounds made and tested. ... 

In recent years, several natural products containing 2,4-disubstituted oxazoles have been isolated and their synthetic routes were investigated. Several key intermediates required for the synthesis of target compounds were achieved via the Stille, Suzuki, Heck, and Sonogashira reactions. In addition, several 2,5-diaryloxzoles were prepared from 2-halo-... 

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