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Updated: Sep 27, 2026

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
Novel phosphine-catalyzed zipper cyclization of aliphatic diyne-dione and yne-dione systems
Hirofumi Kuroda1, Ikuyoshi Tomita, Takeshi Endo
1Chemical Resources Laboratory, Tokyo Institute of Technology, Nagatsuta-cho 4259, Midori-ku, Yokohama 226-8502, Japan.
Abstract:
[reaction: see text] An unexpected tri-n-butylphosphine-catalyzed zipper cyclization of diyne[bond]diones (1a-d) or yne-diones (1e and 1f) is described. Bicyclic ketones (2a, 2b, 2c, 2e, and 2f) with five- or six-membered rings fused to the five-membered ring were obtained from both aliphatic diyne-diones (1a-c) and yne-diones (1e and 1f) having tetra- or pentamethylene spacers. The bicyclic products (2) were produced with high diastereoselectivity.
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