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Updated: Oct 25, 2026

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
Rhodium-Catalyzed Asymmetric 1,4-Shift/Double-Cyclization Cascade for De Novo Synthesis of Spirolactones
Jian Chen1,2, Kai Xue1, Qing-Xian Xie1
1State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian116023, P. R. China.
Abstract:
A rhodium-catalyzed asymmetric 1,4-shift/double-cyclization cascade of alkyne-tethered ketoesters with arylboronic acids was disclosed. This sequence facilitates the de novo synthesis of chiral spirolactones with high enantioselectivities and allows for the formation of three chemical bonds and two rings in a single step. Moreover, synthetic applications of this protocol have been underscored by diverse transformations that afford versatile chiral spirocycles. Mechanistic studies illustrate that this cascade involves a 1,4-rhodium shift.
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