Efficient Construction of the Clerodane Decalin Core by an Asymmetric Morita–Baylis–Hillman Reaction/Lewis Acid Promoted Annulation Strategy

2006 ◽  
Vol 118 (30) ◽  
pp. 5051-5054 ◽  
Author(s):  
Stacy A. Rodgen ◽  
Scott E. Schaus
Keyword(s):  
Lewis Acid ◽  
Efficient Construction

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.

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.

Construction of thiazines and oxathianes via [3 + 3] annulation of N-tosylaziridinedicarboxylates and oxiranes with 1,4-dithiane-2,5-diol: application towards the synthesis of bioactive molecules

2017 ◽  
Vol 15 (24) ◽  
pp. 5182-5190 ◽  
Author(s):  
Rohit Kumar Varshnaya ◽  
Prabal Banerjee
Keyword(s):  
Lewis Acid ◽  
Bioactive Molecules ◽  
Efficient Construction

Efficient construction of functionalized thiazine and oxathiane derivatives via [3 + 3] annulation of N-tosylaziridinedicarboxylates and oxiranes with in situ generated mercaptoaldehyde in the presence of a Lewis acid is described.

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