Catalytic Asymmetric Inverse‐Electron‐Demand (IED) [4+2] Cycloaddition of Salicylaldimines: Preparation of Optically Active 4‐Aminobenzopyran Derivatives | Zendy

Bernardi Luca | Zendy; ComesFranchini Mauro | Zendy; Fochi Mariafrancesca | Zendy; Leo Virginia | Zendy; Mazzanti Andrea | Zendy; Ricci Alfredo | Zendy

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Catalytic Asymmetric Inverse‐Electron‐Demand (IED) [4+2] Cycloaddition of Salicylaldimines: Preparation of Optically Active 4‐Aminobenzopyran Derivatives

Author(s) -

Bernardi Luca,

ComesFranchini Mauro,

Fochi Mariafrancesca,

Leo Virginia,

Mazzanti Andrea,

Ricci Alfredo

Publication year - 2010

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201000608

Subject(s) - cycloaddition , chemistry , optically active , salicylaldehyde , catalysis , phosphoric acid , enantioselective synthesis , furan , inverse , electron , combinatorial chemistry , organic chemistry , stereochemistry , schiff base , physics , geometry , mathematics , quantum mechanics

The catalytic asymmetric inverse‐electron‐demand (IED) [4+2] cycloaddition of various salicylaldehyde‐derived N ‐arylimines with electron‐rich alkenes in the presence of chiral BINOL‐derived phosphoric acid catalysts has been studied with the aim of obtaining optically active 4‐aminobenzopyran derivatives. Dienophiles such as 2,3‐dihydro‐2 H ‐furan, benzyl N ‐vinylcarbamate and 2‐vinylindole have been employed.

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