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Updated: Jul 17, 2026

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
Palladium-catalyzed asymmetric dearomative (3+2) annulation toward skeletally diverse spirocyclohexadienones
Xue Wang1,2, Yu-Heng Yang1, Yan-Qi Yang1
1School of Chemistry & Materials Science, Jiangsu Normal University, Xuzhou, 221116, China. chenke@jsnu.edu.cn.
Abstract:
A palladium-catalyzed intermolecular asymmetric double allylic substitution enabling a dearomative (3+2) annulation reaction of 4-indolylphenols with butene dicarbonate is described. This transformation provides a diverse array of spirocyclohexadienone derivatives in good yields (up to 88%) and high enantioselectivity (up to >99% ee). When 4-indolylphenols bearing a C3-substituent on the indole ring were employed, the dearomative annulation proceeds through a distinct regioselective manifold, efficiently furnishing enantioenriched aza-spirocyclohexadienones with good yields.
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