Electrochemical Access to 8-(1-Phenyl-ethyl)-1,4-dioxa-8-aza-spiro[4.5]decane-7-carbonitrile. Application to the Asymmetric Syntheses of (+)-Myrtine and Alkaloid (+)-241D was written by Vu, Van Ha;Louafi, Fadila;Girard, Nicolas;Marion, Ronan;Roisnel, Thierry;Dorcet, Vincent;Hurvois, Jean-Pierre. And the article was included in Journal of Organic Chemistry in 2014.Category: iodides-buliding-blocks This article mentions the following:
The total syntheses of both enantiomers of trans-quinolizidine (+)-myrtine (I) and cis-2,4,6-trisubstituted piperidine alkaloid (+)-241D (II) are reported here. Our approach was based on the N-Boc-directed metalation of enantiopure 4-piperidone III, which was prepared in four steps from α-amino nitrile through a stereoselective alkylation-reduction decyanation process. α-Amino nitrile was prepared at the anode through electrochem. oxidation of 4-piperidone IV. In our study, α-phenylethylamine (α-PEA) allowed an efficient 1-3 stereoinduction, and an orthogonal cleavage of the N-Boc protecting group in piperidone derivatives was carried out by stirring them in a suspension of SnCl4·(Et2O)2 complex in di-Et ether. When appropriate, the er’s were determined by proton and carbon NMR spectroscopy utilizing (+)-tert-butylphenylphosphinothioic acid and (+)-DBTA as chiral solvating agents. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Category: iodides-buliding-blocks).
1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Organic iodides are organic compounds containing a carbon-iodine (C-I) bond. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Category: iodides-buliding-blocks
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com