Core Structure‐Based Design of Organocatalytic [3+2]‐Cycloaddition Reactions: Highly Efficient and Stereocontrolled Syntheses of 3,3′‐Pyrrolidonyl Spirooxindoles | Zendy

Tan Bin | Zendy; Zeng Xiaofei | Zendy; Leong Wendy Wen Yi | Zendy; Shi Zugui | Zendy; Barbas Carlos F. | Zendy; Zhong Guofu | Zendy

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Core Structure‐Based Design of Organocatalytic [3+2]‐Cycloaddition Reactions: Highly Efficient and Stereocontrolled Syntheses of 3,3′‐Pyrrolidonyl Spirooxindoles

Author(s) -

Tan Bin,

Zeng Xiaofei,

Leong Wendy Wen Yi,

Shi Zugui,

Barbas Carlos F.,

Zhong Guofu

Publication year - 2012

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201103449

Subject(s) - cycloaddition , oxindole , computer science , enantioselective synthesis , imide , organocatalysis , combinatorial chemistry , core (optical fiber) , chemistry , stereochemistry , organic chemistry , catalysis , telecommunications

Extraordinary levels of stereocontrol were achieved in an efficient organocatalytic asymmetric [3+2]‐cycloaddition reaction between an α‐isothiocyanato imide and various methyleneindolinones. Simple precursors were used for the rapid construction of spirocyclic oxindole derivatives with high enantiopurity and structural diversity, thus providing a new avenue of significance to medicinal chemistry and diversity‐oriented synthesis.

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