1345893-80-2

Upstream product

• 177944-16-0 (R)-N-(but-3-en-1-yl)-N-(α-methylbenzyl)amine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1345893-78-8 tert-butyl but-3-enyl(R)-1-phenylethylcarbamate 
• 7154-66-7 2-bromobenzoic acid chloride 

Downstream Products

• 1345893-84-6 (S)-2-(2-bromophenyl)-1-[(R)-1-phenylethyl]piperidine 

Relevant academic research and scientific papers

Diastereoselective access to nonracemic 2-cis-substituted and 2,6-cis-disubstituted piperidines

Access to nonracemic amino ketones via a hydrozirconation/transmetalation/ acylation sequence applied to Boc-protected 1-aminobut-3-enes is presented. This method was applied to the stereoselective synthesis of cyclic imines (or iminiums) which were diastereoselectively converted into 2-cis-substituted and 2,6-cis-disubstituted piperidines. The potential of this approach in the field of alkaloid synthesis was illustrated by the synthesis of (-)-coniine and (-)-indolizidine 209D. Furthermore, access to indolizidines bearing a quaternary center could also be envisioned through this strategy.