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

Literature Information

Publication Date 2020-03-19
DOI 10.1039/D0QO00140F
Impact Factor 5.281
Authors

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


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Abstract

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

Organic Chemistry Frontiers
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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

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