3-Isothiocyanato Oxindoles Serving as Powerful and Versatile Precursors to Structurally Diverse Dispirocyclic Thiopyrrolidineoxindoles through a Cascade Michael/Cyclization Process with Amino-Thiocarbamate Catalysts

Cascading catalysis: 3‐Isothiocyanato oxindoles act as powerful and versatile precursors for a range of structurally diverse dispirocyclic thiopyrrolidineoxindoles containing two spiro‐quaternary and three contiguous stereogenic centers in quantitative yields with excellent disatereo‐ and enantiosel...

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Bibliographic Details
Published in:Chemistry : a European journal 2013-04, Vol.19 (18), p.5551-5556
Main Authors: Han, Wen-Yong, Li, Shi-Wu, Wu, Zhi-Jun, Zhang, Xiao-Mei, Yuan, Wei-Cheng
Format: Article
Language:English
Subjects:
asymmetric catalysis
cascade reactions
Cascades
Cascading
Catalysis
Catalysts
Chemistry
Cyclization
Heterocyclic Compounds, 4 or More Rings - chemical synthesis
Heterocyclic Compounds, 4 or More Rings - chemistry
Indoles - chemical synthesis
Indoles - chemistry
Isothiocyanates - chemical synthesis
Isothiocyanates - chemistry
Molecular Structure
organocatalysis
oxindoles
Precursors
Spiro Compounds - chemical synthesis
Spiro Compounds - chemistry
Stereoisomerism
stereoselectivity
Thiocarbamates - chemistry
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Summary:Cascading catalysis: 3‐Isothiocyanato oxindoles act as powerful and versatile precursors for a range of structurally diverse dispirocyclic thiopyrrolidineoxindoles containing two spiro‐quaternary and three contiguous stereogenic centers in quantitative yields with excellent disatereo‐ and enantioselectivities by only using 1 mol % amino‐thiocarbamate catalyst.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201300206