Volume 41, Issue 16 pp. 3023-3025
Communication

Efficient and General Synthetic Approach to Pentasubstituted Conjugated Dienes Using Site-Selective Coupling of Cuprates with 1,4-Diiodo-1,3-alkadienes as the Key Reaction

Ryota Nakajima

Ryota Nakajima

Department of Biomolecular Engineering Tokyo Institute of Technology 4259 Nagatsuta-cho, Midori-ku, Yokohama, Kanagawa 226-8501 (Japan) Fax: (+81) 45-924-5826

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Christophe Delas Dr.

Christophe Delas Dr.

Department of Biomolecular Engineering Tokyo Institute of Technology 4259 Nagatsuta-cho, Midori-ku, Yokohama, Kanagawa 226-8501 (Japan) Fax: (+81) 45-924-5826

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Yuuki Takayama Dr.

Yuuki Takayama Dr.

Department of Biomolecular Engineering Tokyo Institute of Technology 4259 Nagatsuta-cho, Midori-ku, Yokohama, Kanagawa 226-8501 (Japan) Fax: (+81) 45-924-5826

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Fumie Sato Prof. Dr.

Fumie Sato Prof. Dr.

Department of Biomolecular Engineering Tokyo Institute of Technology 4259 Nagatsuta-cho, Midori-ku, Yokohama, Kanagawa 226-8501 (Japan) Fax: (+81) 45-924-5826

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C.D. would like to thank the Japan Society for the Promotion of Science (JSPS) for financial support.

Graphical Abstract

Taking advantage of the presence of a silyl group at the α position in 1, carbon–carbon bonds are formed regioselectively by the reaction of 1 with organocuprate compounds. This method is a practical and efficient approach to molecules of type 2 (R1–R5=alkyl, aryl) with a variety of substitution patterns.

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