Construction of spirooxindole-fused spiropyrazolones containing contiguous three stereogenic centres via [3 + 2] annulation utilizing a ferrocene derived bifunctional phosphine catalyst

文献情報

出版日 2020-03-19

DOI 10.1039/D0QO00140F

インパクトファクター 5.281

著者

Wenjun Luo, Bingxuan Shao, Jingyi Li, Xiao Xiao, Dingguo Song, Fei Ling, Weihui Zhong

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要旨

A ferrocene-derived bifunctional phosphine-catalyzed enantioselective [3 + 2] annulation of γ-substituted allenoates with pyrazoloneyldiene oxindoles is investigated for the construction of spiro-cyclopentene-linked oxindole and pyrazolone compounds, which bear three consecutive stereocenters and two vicinal spiroquaternary chiral centers, in good chemical yields (up to 95%) with excellent regio-, diastereo- (dr > 19 : 1) and enantioselectivities (up to 98% ee).

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Organic Chemistry Frontiers

CiteScore: 7.8

自己引用率: 8.7%

年間論文数: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

Construction of spirooxindole-fused spiropyrazolones containing contiguous three stereogenic centres via [3 + 2] annulation utilizing a ferrocene derived bifunctional phosphine catalyst

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