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Stereoselective synthesis of the insect growth regulator (S)-(+)-hydroprene through Suzuki–Miyaura cross-coupling

Author:
Zhang, Shunji, Dong, Huaide, Gui, Jinghan, Tian, Weisheng
Source:
Tetrahedron letters 2012 v.53 no.15 pp. 1882-1884
ISSN:
0040-4039
Subject:
chemical reactions, chemical structure, insect growth regulators, olefin, synthesis
Abstract:
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.
Agid:
1099172