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The synthesis of a 10-membered benzo-oxadiyne ring

✍ Scribed by Rina Singh; George Just

Book ID
104226477
Publisher
Elsevier Science
Year
1990
Tongue
French
Weight
272 KB
Volume
31
Category
Article
ISSN
0040-4039

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✦ Synopsis

The synthesis of lOmembered benxo-oxadiyne l2 is described and its thetmal stabiity is compared to that of its carbocyclic analogues 5 and 6.

The highly unusual structures of the recently isolated calicheamki@ and esperamicit~~~ and their powerful antitumor activities has prompted a number of model studies of these fascinating systema Our earlier wo& involved an easy entry into o-benxodiyne systems of type 1 which am related to the enediyne system of calicheamicin, and the synthesis of 11, 12, and 13membeted ring systems 2-4. which were stable in boiling cumene.

We wish to report the synthesis of the lOmembered benzo-oxadiyne l2, which should be mom strained than the recently describedu decaendiyne 5 and 6, since the C-C bond is shorter than a C-C bond, .

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