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Stereoselective synthesis of the insect growth regulator (S)-(+)-hydroprene through Suzuki–Miyaura cross-coupling
- Zhang, Shunji, Dong, Huaide, Gui, Jinghan, Tian, Weisheng
- Tetrahedron letters 2012 v.53 no.15 pp. 1882-1884
- chemical reactions, chemical structure, insect growth regulators, olefin, synthesis
- A stereoselective synthesis of the insect growth regulator (S)-(+)-hydroprene has been developed in seven steps with 50% overall yield starting from an easily available bromoester. Through using the Suzuki–Miyaura cross-coupling as the key Cₛₚ₂–Cₛₚ₂ bond forming step, high level of stereocontrol of the C2–C3 olefin is achieved.