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The stereoselective synthesis of (Z)‐dienediynes 2 related to the neocarzinostatin chromophore 1 is described. (Z)‐Bis(enol triflate) 3, accessible stereoselectively from 2‐formylcyclopentanone in 2 steps, serves as the key intermediate. It is subjected to consecutive Pd(0)‐catalyzed couplings with two different alkynes and furnishes 2 via monocoupling products 8.
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Scheuplein et al. (1992) studied this question.
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