ChemInform Abstract: Electron Transfer Catalyzed Reactions. Part 3. Ketene-Diene (4 + 2) Cycloaddition Products via Cation Radical Initiated Diels-Alder Reaction or Vinylcyclobutanone Rearrangement.

ChemInform ◽  
2010 ◽  
Vol 24 (29) ◽  
pp. no-no
Author(s):  
M. SCHMITTEL ◽  
H. VON SEGGERN
Tetrahedron ◽  
2018 ◽  
Vol 74 (26) ◽  
pp. 3266-3272 ◽  
Author(s):  
Peter D. Morse ◽  
Tien M. Nguyen ◽  
Cole L. Cruz ◽  
David A. Nicewicz

ChemInform ◽  
2006 ◽  
Vol 37 (14) ◽  
Author(s):  
Yulu Zhou ◽  
Xiaodong Jia ◽  
Rui Li ◽  
Zhengang Liu ◽  
Zhongli Liu ◽  
...  

1999 ◽  
Vol 40 (49) ◽  
pp. 8519-8522 ◽  
Author(s):  
Nathan L. Bauld ◽  
Jingkui Yang

1988 ◽  
Vol 66 (11) ◽  
pp. 2826-2829 ◽  
Author(s):  
Maria P. Bueno ◽  
Carlos Cativiela ◽  
José A. Mayoral ◽  
Alberto Avenoza ◽  
Paula Charro ◽  
...  

To test whether α-amino acids can be efficient chiral auxiliaries in asymmetric Diels–Alder reactions, the chiral dienophile N-acryloyl-L-phenylalanine methyl ester was made to react with cyclopentadiene. Diastereofacial selectivity is to a great extent dependent on the Lewis acid used to promote the reaction; whereas moderate excesses of the (1R,2R)-cycloadduct were achieved with AlCl3, the reaction did not show diastereofacial selectivity when titanium catalysts were used. Moreover, with Ti(iPrO)4 a transesterification reaction, which leads to the isopropyl ester and competes with the Diels–Alder reaction, was observed. In spite of the structural similarity of this dienophile to the acrylate of (S)-ethyl lactate, it behaved very differently in the titanium-catalyzed reactions.


1981 ◽  
Vol 12 (21) ◽  
Author(s):  
D. J. BELLVILLE ◽  
D. D. WIRTH ◽  
N. L. BAULD

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