Synthesis of highly strained enediynes and dienediynes.
Enediynes continue to fascinate scientists working in various domains because of their structural complexity and fascinating biological mode of action. They represent a masterpiece of nature's ingenuity. Besides the warhead which is the enediyne moiety, these molecules are equipped with a locking device, a delivery system and a chemical trigger for activation. Upon triggering, the molecules become active and undergo a thermal rearrangement that was disclosed in the early '70 by Masamune and Bergman and commonly known as Bergman cyclization. The reaction is believed to precede through a diradical benzenoid species (a p-benzyne). This review describes the various strategies employed for the synthesis of highly strained enediynes and dienediynes, both naturally occurring and the designed ones.
Basak
Amit
A
Department of Chemistry, Indian Institute of Technology, Kharagpur 721 302 India. abasak@ohri.ca
Roy
Sandip Kumar
SK
Roy
Basab
B
Basak
Ajoy
A
D003500:Cyclization; D053281:Enediynes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013329:Structure-Activity Relationship
D053281:Enediynes