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The discovery of new and efficient synthetic routes to polycycles containing a central seven-membered carbocycle is still an important challenge for organic and medicinal chemists, as numerous natural products, including taxol and its analogues, have a core skeleton of this type. We have developed novel platinum-catalyzed transformation of of 1-(2-(3-(benzyloxy)prop-1-ynyl)phenyl)hex-5-en-1-one (1) and its derivatives with a terminal alkene double bond in side chain underwent cyclization through a [3+2] cycloaddition in the presence of a platinum catalyst to give a tetracyclic compound 2a and its derivatives in good to excellent yields.
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KCS