Construction of 1-pyrroline skeletons by Lewis acid-mediated conjugate addition of vinyl azides

2016 ◽  
Vol 52 (12) ◽  
pp. 2473-2476 ◽  
Author(s):  
Xu Zhu ◽  
Shunsuke Chiba
Keyword(s):  
Lewis Acid ◽  
Conjugate Addition ◽  
Efficient Construction ◽  
Vinyl Azides

The Lewis acid-mediated conjugate addition of vinyl azides to electron-deficient alkenes led to the efficient construction of 1-pyrroline skeletons.

scholarly journals Catalytic asymmetric synthesis of 3,2′-pyrrolinyl spirooxindoles via conjugate addition/Schmidt-type rearrangement of vinyl azides and (E)-alkenyloxindoles

2020 ◽  
Vol 11 (42) ◽  
pp. 11492-11497
Author(s):  
Ziwei Zhong ◽  
Zhijie Xiao ◽  
Xiaohua Liu ◽  
Weidi Cao ◽  
Xiaoming Feng
Keyword(s):  
Asymmetric Synthesis ◽  
Lewis Acid ◽  
Conjugate Addition ◽  
Catalytic Asymmetric Synthesis ◽  
Acid Catalyzed ◽  
Catalytic Asymmetric ◽  
Vinyl Azides

Lewis acid catalyzed asymmetric synthesis of 3,2′-pyrrolinyl spirooxindole skeletons via conjugate addition/Schmidt-type rearrangement of vinyl azides and (E)-alkenyloxindoles.

Lewis Acid Catalyzed Tandem Polycyclization of Internal Alkynols and Vinyl Azides

2015 ◽  
Vol 17 (21) ◽  
pp. 5220-5223 ◽  
Author(s):  
Hai Xiao Siyang ◽  
Xiao Yue Ji ◽  
Xu Rui Wu ◽  
Xin Yan Wu ◽  
Pei Nian Liu
Keyword(s):  
Lewis Acid ◽  
Acid Catalyzed ◽  
Vinyl Azides

Lewis acid-promoted conjugate addition of functionalised organolithium compounds to electrophilic olefins

Tetrahedron ◽  
2001 ◽  
Vol 57 (27) ◽  
pp. 5799-5805 ◽  
Author(s):  
Miguel Yus ◽  
Isidro M Pastor ◽  
Joaquı́n Gomis
Keyword(s):  
Lewis Acid ◽  
Conjugate Addition ◽  
Organolithium Compounds

Efficient construction of benzohydrindenones from aryltrienones via domino Nazarov electrocyclization – electrophilic aromatic substitution

2004 ◽  
Vol 82 (2) ◽  
pp. 375-385 ◽  
Author(s):  
Cindy C Browder ◽  
Fredrik P Marmsäter ◽  
F G West
Keyword(s):  
Low Temperature ◽  
Lewis Acid ◽  
Quantitative Yield ◽  
Electrophilic Aromatic Substitution ◽  
Side Chains ◽  
Aromatic Substitution ◽  
Nazarov Cyclization ◽  
Efficient Construction

1,4-Dien-3-ones substituted with pendant arylethyl side chains attached at C-1 were readily prepared from substituted dihydrocinnamaldehydes. Treatment with TiCl4 at low temperature effected domino Nazarov electrocyclization – arene trapping within 5 min to give racemic benzohydrindenones in near-quantitative yield and with complete diastereoselectivity.Key words: domino process, electrophilic aromatic substitution, Lewis acid, Nazarov cyclization.

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