127708-18-3Relevant academic research and scientific papers
ASYMMETRIC SYNTHESIS XX. PREPARATION OF A NOVEL SPIROPIPERIDINE SYSTEM BY THE CN(R,S) METHOD.
Zhu, Jieping,Quirion, Jean-Charles,Husson, Henri-Philippe
, p. 6323 - 6326 (1989)
A novel spiropiperidine system i.e. an aza structural analog of histrionicotoxin has been constructed from 2-cyano-6-phenyloxazolopiperidine synthon 3.The suitable quaternary carbon was created by alkylation at the position α to the nitrile followed by transformation of the nitrile group into a primary amine.Final aminoreductive cyclisation gave the spiro system.
Asymmetricsynthesis. XXXII. Formalsynthesisof (-) - Perhydrohistrionicotoxin
Zhu, Jieping,Royer, Jacques,Quirion, Jean-Charles,Husson, Henri-Phillippe
, p. 2485 - 2488 (2007/10/02)
The synthesis of (-)-depentylperhydrohistrionicotoxin 2 from the 2-cyano-6-oxazolopiperidine synthon (-) 3 has been achieved. The spiro skeleton was formed by an aldol cyclization of a methyl ketone and an aldehyde function belonging to chains borne at C-
ASYMMETRIC SYNTHESIS III. ENANTIOSPECIFIC SYNTHESIS OF THE NATURAL 3R,5R,9R (-) GEPHYROTOXIN-223 AB
Roger, Jacques,Husson, Henri-Philippe
, p. 1515 - 1518 (2007/10/02)
The first enantiospecific synthesis of the indolizidine alkaloid (-) gephyrotoxin-223 AB 2 has been achieved from the chiral 2-cyano-6-oxazolopiperidine synthon 3.
