Zinc(II) Triflate-Controlled 1,3-Dipolar Cycloadditions of C-(2-Thiazolyl)nitrones: Application to the Synthesis of a Novel Isoxazolidinyl Analog of Tiazofurin was written by Chiacchio, Ugo;Rescifina, Antonio;Saita, Maria G.;Iannazzo, Daniela;Romeo, Giovanni;Mates, Juan A.;Tejero, Tomas;Merino, Pedro. And the article was included in Journal of Organic Chemistry in 2005.Computed Properties of C6H13NO3 This article mentions the following:
The cycloaddition reaction between C-(2-thiazolyl) nitrones and allylic alc. takes place with complete exo selectivity when the reactions are carried out in the presence of 1 equiv of zinc triflate. The rate of the reaction is increased enormously under microwave irradiation The use of a chiral dipolarophile allowed application of the methodol. to the synthesis of a hitherto unknown enantiomerically pure isoxazolidinyl analog of the C-nucleoside tiazofurin. In the experiment, the researchers used many compounds, for example, 2,2-Diethoxyacetamide (cas: 61189-99-9Computed Properties of C6H13NO3).
2,2-Diethoxyacetamide (cas: 61189-99-9) belongs to amides. Amides can be viewed as a derivative of a carboxylic acid RC(=O)OH with the hydroxyl group –OH replaced by an amine group −NR′R″; or, equivalently, an acyl (alkanoyl) group RC(=O)− joined to an amine group. Amides are not in general accessible by the direct condensation of amines with carboxylic acids for two reasons: first, both components are readily deactivated by a transfer of a proton from the acid to the amine and second, the hydroxy unit on the carbonyl of the acid is a relatively poor leaving group. Nevertheless, the formation of five- and six-membered rings is often surprisingly simple provided that other factors can be brought into play to assist in the condensation.Computed Properties of C6H13NO3
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics