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Synthesis of ()-Punctaporonin C
M. Fleck, T. Bach*
Technische Universität München, Garching, Germany
22 January 2009 (online)
Punctaporonin C is a caryophyllene-related sesquiterpene. Its unusual oxatetracyclo[188.8.131.52]-tridecane skeleton makes it different from the other members of the family as well as difficult to access synthetically. A stereoselective intramolecular [2+2] photocycloaddition of tetronate E played a key role in this first total synthesis of ()-punctaporonin C.