169129-44-6

Upstream product

• 4202-14-6 dimethyl (2-oxopropyl)phosphonate 
• 98014-77-8 3-(N-benzyl-N-tert-butoxycarbonylamino)propanal 
• 23583-21-3 ethyl-3-benzylamino propionate 
• 100-46-9 benzylamine 
• 155339-52-9 3-(Benzyl-tert-butoxycarbonyl-amino)-propionic acid methyl ester 
• 23574-01-8 3-benzylamino-propionic acid methyl ester 
• 114326-12-4 [3-(tert-butyldimethylsilanyloxy)propyl]carbamic acid tert-butyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 58885-58-8 N-tert-butoxycarbonyl-3-aminopropanol 
• 98014-76-7 3-[N-benzyl-N-(tert-butoxycarbonyl)amino]propan-1-ol 
• 153749-96-3 N-benzyl-N-boc-β-alanine ethyl ester 
• 1439-36-7 1-triphenylphosphoranylidene-2-propanone 

Downstream Products

• 169129-45-7 (E)-(R)-6--3-hexen-2-ol 
• 129975-14-0 1-((3S,4S)-1-Benzyl-3-nitro-piperidin-4-yl)-propan-2-one 
• 169220-12-6 (E)-(R)-methyl 3-<2-ethyl>-4-hexenoate 
• 185740-85-6 (E)-6-[Benzyl-(4-trimethylsilanyl-but-2-ynyl)-amino]-hex-3-en-2-one 
• 185740-86-7 4-acetonyl-1-benzyl-3-vinylidenepiperidine 

Relevant academic research and scientific papers

Synthesis and reactivity of a 3-vinylidenepiperidine as a model study of α-allenic amines

4-Acetonyl-1-benzyl-3-vinylidenepiperidine (8), prepared by cyclization of propargylic silane (7), was used as a model to study the usefulness of the allene moiety as a precursor of the two-carbon chain present in the piperidine ring of Strychnos alkaloids.

Mannich biscyclizations. Total synthesis of (-)-ajmalicine

A concise enantioselective total synthesis of the cardiovascular agent (-)-ajmalicine and an approach toward the synthesis of (+)-19-epiajmalicine are described. The key step of the (-)-ajmalicine synthesis is a carboxylate-terminated N-acyliminium ion biscyclization (74 → 67), which assembles the D and E rings of this heteroyohimbine alkaloid in one step. A related carboxylate-terminated iminium ion biscyclization (28 → 29) is the central step in the approach to (+)-epiajmalicine.

Tandem Michael reactions for the construction of pyrrolidine and piperidine ring systems

A convergent one-pot construction of disubstituted pyrrolidine and piperidine frameworks has been accomplished through a simple protocol involving intermolecular conjugate addition of a nitrogen nucleophile to an electrophilic olefin followed by intramolecular trapping of the generated enolate by a built-in α,β-unsaturated acceptor.