The NIS-mediated iodocyclization of 1,6-enynes is described. While 1,6-enynes with a cation-stabilizing substituent at C2 position undergo 6-exo cyclization in poor yields, 1,6-enynes with donor substituents at C1 position favor the 5-exo mode of cyclization. The resulting five-membered carbocycles are obtained in moderate to good yields, thus demonstrating another facet in the iodocyclization of enynes.
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ISI Document Delivery No.: 758ZC Times Cited: 5 Cited Reference Count: 51 Harschneck, Tobias Kirsch, Stefan F. Wegener, Michael Deutsche Forschungsgemeinschaft (DFG); Fonds der Chemischen Industrie (FCI); TUM Graduate School This project was supported by the Deutsche Forschungsgemeinschaft (DFG), the Fonds der Chemischen Industrie (FCI), and the TUM Graduate School. 5 Georg thieme verlag kg Stuttgart