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A Strictly "Pair"-Selective Synthesis of Conjugated Diynes via Pd-Catalyzed Cross Coupling of 1,3-Diynylzincs:  A Superior Alternative to the Cadiot-Chodkiewicz Reaction

Ei-ichi Negishi*, Mitsuhiro Hata and Caiding Xu

*Herbert C. Brown Laboratories, Purdue University, West Lafayette, Indiana 47907

E.-i. Negishi, M. Hata, C. Xu, Org. Lett., 2000, 2, 3687-3689.

DOI: 10.1021/ol000270m

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A Pd-catalyzed cross coupling of 1,3-diynylzinc compounds enables a convenient synthesis of conjugated diynes. The 1,3-diynylzincs can easily be generated in two reactions from terminal alkynes and (E)-1-iodo-2-chloroethene.

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Key Words

Negishi coupling, diynes

ID: J54-Y2000