2-CYANO Δ3 PIPERIDINES VI: A GENERAL METHOD FOR THE STEREOSELECTIVE SYNTHESIS OF CIS AND TRANS 2,6-DIALKYLPIPERIDINE ALKALOIDS
The cis 2,6-dialkylpiperidine alkaloid (+/-) dihydro-pinidine 7b and the trans alkaloid (+/-) solenopsin A 5a were synthesized from a common α-aminonitrile synthon 1.The key step in this synthesis was the stereoselective reductive decyanation of the 1-benzyl-2-cyano-2',6-dialkylpiperidines 3a and 3b.
Bonin, Martine,Romero, Jose R.,Grierson, David S.,Husson, Henri-Philippe