Cyclization via Carbolithiation of α-Amino Alkyllithium Reagents was written by Bahde, Robert J.;Rychnovsky, Scott D.. And the article was included in Organic Letters in 2008.Reference of 10297-05-9 This article mentions the following:
We report a new route to tertiary α-amino stereocenters by sequential alkylation of α-amino nitriles followed by reductive lithiation of the nitrile and cyclization onto an alkene. Reductive lithiation of α-amino nitriles using lithium 4,4′-di-tert-butylbiphenylide (LiDBB) and subsequent intramol. carbolithiation proceeded with modest to high diastereoselectivity to deliver cyclic or spirocyclic ring systems. The stereoselectivity of these intramol. carbolithiations was examined using d. function calculations to evaluate plausible transition state models. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Reference of 10297-05-9).
1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Reference of 10297-05-9
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com