Access to Oxetane-Containing psico-Nucleosides from 2-Methyleneoxetanes: A Role for Neighboring Group Participation? was written by Liang, Yanke;Hnatiuk, Nathan;Rowley, John M.;Whiting, Bryan T.;Coates, Geoffrey W.;Rablen, Paul R.;Morton, Martha;Howell, Amy R.. And the article was included in Journal of Organic Chemistry in 2011.Computed Properties of C8H7ClO2 This article mentions the following:
The first psico-oxetanocin analog of the powerful antiviral natural product, oxetanocin A, has been readily synthesized from cis-2-butene-1,4-diol. Key 2-methyleneoxetane precursors were derived from β-lactones prepared by the carbonylation of epoxides. F+-mediated nucleobase incorporation provided the corresponding nucleosides in good yield but with low diastereoselectivity. Surprisingly, attempted exploitation of anchimeric assistance to increase the selectivity was not fruitful. A range of 2-methyleneoxetane and related 2-methylenetetrahydrofuran substrates was prepared to explore the basis for this. With one exception, these substrates also showed little stereoselectivity in nucleobase incorporation. Computational studies were undertaken to examine if neighboring group participation involving fused [4.2.0] or [4.3.0] intermediates is favorable. In the experiment, the researchers used many compounds, for example, Chloromethyl benzoate (cas: 5335-05-7Computed Properties of C8H7ClO2).
Chloromethyl benzoate (cas: 5335-05-7) belongs to organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. The haloform reaction, using chlorine and sodium hydroxide, is also able to generate alkyl halides from methyl ketones, and related compounds. Chloroform was formerly produced thus.Computed Properties of C8H7ClO2
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics