Organocatalytic Regio- and Stereoselective Inverse-Electron-Demand Aza-Diels-Alder Reaction of α,β-Unsaturated Aldehydes andN-Tosyl-1-aza-1,3-butadienes

2009 ◽  
Vol 121 (30) ◽  
pp. 5582-5585 ◽  
Author(s):  
Bo Han ◽  
Zhao-Quan He ◽  
Jun-Long Li ◽  
Rui Li ◽  
Kun Jiang ◽  
...  
1992 ◽  
Vol 70 (7) ◽  
pp. 2040-2045 ◽  
Author(s):  
Alan R. Katritzky ◽  
Irina V. Shcherbakova ◽  
Robert D. Tack ◽  
Peter J. Steel

Reactions of N-formylmorpholine/POCl3 with several unactivated olefins yield the corresponding α,β-unsaturated aldehydes. Norbornene affords with dimethylformamide/POCl3 a product formed by a novel inverse-electron demand Diels–Alder reaction of an acyclic 2-azoniodiene. The structure of this product was confirmed by X-ray analysis. Crystals are monoclinic: a = 8.025(3), b = 11.670(3), c = 9.309(4) Å, β = 108.03(3)°, P21, Z = 2; the structure was refined to R = 0.044 for 1379 independent observed reflections.


2017 ◽  
Vol 41 (21) ◽  
pp. 12392-12396 ◽  
Author(s):  
Siting Ni ◽  
Jun Zhu ◽  
Mohamed Amine Mezour ◽  
R. Bruce Lennox

A thermally-mild method for covalent binding of SWCNTs to AuNRs, based on an inverse-electron-demand Diels–Alder reaction, is established and discussed.


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