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Current Topics in Medicinal Chemistry

Editor-in-Chief

ISSN (Print): 1568-0266
ISSN (Online): 1873-4294

Synthesis of Highly Strained Enediynes and Dienediynes

Author(s): Amit Basak, Sandip Kumar Roy, Basab Roy and Ajoy Basak

Volume 8, Issue 6, 2008

Page: [487 - 504] Pages: 18

DOI: 10.2174/156802608783955728

Price: $65

Abstract

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 natures 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.


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