119461-49-3

Upstream product

• 100-39-0 benzyl bromide 
• 119461-45-9 rac-trans 6-methyl-2-phenyl-1,2,5,6-tetrahydropyridines 
• 119461-47-1 [Benzyl-((Z)-(S)-1-methyl-4-trimethylsilanyl-but-3-enyl)-amino]-phenyl-acetonitrile 
• 100-52-7 benzaldehyde 
• 616899-92-4 N-benzyl-N-(Z)-(1-methyl-4-trimethylsilylbut-3-enyl)amine 
• 119461-41-5 (S)-N-(p-toluenesulfonyl)-4-amino-1-(trimethylsilyl)-1-pentyne 
• 119461-42-6 (S)-N-(p-toluenesulfonyl)-4-amino-1-Z-(trimethylsilyl)-1-pentene 
• 119461-44-8 ((Z)-(S)-1-Methyl-4-trimethylsilanyl-but-3-enyl)-[1-phenyl-meth-(E)-ylidene]-amine 
• 153681-99-3 (S)-N-benzyl-N-(Z)-(1-methyl-4-trimethylsilylbut-3-enyl)amine 
• 119461-43-7 (S)-4-amino-1-(trimethylsilyl)-1-pentyne 
• 642092-06-6 Toluene-4-sulfonic acid (Z)-1-methyl-4-trimethylsilanyl-but-3-enyl ester 
• 158070-10-1 (+/-)-(Z)-5-trimethylsilylpent-4-en-2-ol 
• 2117-13-7 5-(trimethylsilyl)-4-pentyn-2-ol 

Relevant academic research and scientific papers

The aza-silyl-Prins reaction: A novel method for the synthesis of trans-2,6-tetrahydropyridines

Reaction of 4-trimethylsilyl-3-butenyl-1-amines with aldehydes under mild Lewis acid conditions gives substituted tetrahydropyridines in excellent yields and with excellent trans diastereoselectivity.

SYNTHESIS OF SUBSTITUTED TETRAHYDROPYRIDINES BY CYCLIZATIONS OF SILICON-CONTAINING IMINIUM IONS

Trans-2,6-disubstituted-1,2,5,6-tetrahydropyridines are formed stereoselectively from the cyclization of silicon-containing iminium cations 5 if the nitrogen substituents R1 is an alkyl group.In contrast, cyclization of the corresponding NH or N-acyl iminium ions occurs in a stereorandom fashion.Nonracemic tetrahydropyridines cannot be prepared in this way, since both iminium ion and N-acyliminium ion intermediates racemize prior to cyclization.