Abstract

Abstract The Z -configurated enoltriflate 16 and ortho -ethinyl benzaldehyde were coupled giving the (trimethylsilyl)ethinyl aldehyde 17 which cyclized (→ tricyclic dienediyne 14 ; 21%) in the presence of CsF, Ac 2 O, and 18-crown-6. A similar coupling allowed to prepare iodoalkinyl aldehyde 21 . It gave the tricyclic dienediyne 13 (53%) in a Nozaki-Hiyama reaction with stoichiometric NiCl 2 .

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