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We report the synthesis of the fully functionalized seco-acid of the C-1027 chromophore. The key reaction is a LiN(TMS) 2 /CeCl 3 -promoted acetylide–aldehyde condensation to construct the highly strained nine-membered diyne. Appropriate functionalization of the substrates significantly affects the yield of the cyclization. The present findings will be the basis of further studies...
Construction of the highly unsaturated macrolactone of C-1027 chromophore (1) was investigated. Coupling of three fragments (2, 3, 4) led to the seco-acids in a concise manner. The protecting groups on the seco-acids influenced the yield of macrolactonization, and efficient conversion from acetonide 13 to lactone 15 was achieved using the Corey-Nicolaou protocol. The desired atropisomer thus obtained...
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