Stereo-dependent nucleophilic ring-opening of 1,6,10,14-tetraoxatetraspiro[2.1.25.1.29.1.213.13]hexadecane upon treatment with sodium azideстатьяИсследовательская статья
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Аннотация:Nucleophilic ring-opening of 1,6,10,14-tetraoxatetraspiro[2.1.25.1.29.1.213.13]hexadecane, a cyclooctane structure spiro-fused with four oxirane fragments, under the actionof sodium azide was studied. Depending on the relative confi guration of stereocenters inthe starting compound, the reaction proceeded as an intramolecular transannular cyclization with the formation of a 9-oxabicyclo[3.3.1]nonane skeleton or as an independent nucleophilic opening of the oxirane rings, leading to tetraazido tetraols of thecyclooctane series.
