Synthesis of Adamantane Derivatives. 52. 1,3-Dipolar Cycloaddition Reactions of 1-Azidoadamantane. Reactivity, Regioselectivity, and Carbon-13 Nuclear Magnetic Resonance Spectra of 1-(1-Adamantyl)-Δ2-1,2,3-triazolines and -1H-1,2,3-triazoles

Article abstract of DOI:10.1021/jo00322a009

The 1,3-dipolar cycloadditions of 1-azidoadamantane (1) with various olefinic and acetylenic dipolarophiles are described.As olefinic dipolarophiles, strained olefins such as 2-5 and electron-poor olefins such as 11,12,15, and 18 gave the corresponding ad