Marcello Tiecco, Lorenzo Testaferri, Claudio Santi, Cristina Tomassini, Francesca Marini, Luana Bagnoli and Andrea Temperini Asymmetric Azidoselenenylation of Alkenes: A Key Step for the Synthesis of Enantiomerically Enriched Nitrogen-Containing Compounds Angewandte Chemie International Edition 42
Chiral, nonracemic azidoselenides such as 2 are useful intermediates for the synthesis of enantiomerically enriched nitrogen-containing compounds (e.g. 3). The asymmetric electrophilic azidoselenenylation of a variety of alkenes with the sulfur-containing chiral selenenyl triflate 1 and sodium azide occurred with high facial selectivity to provide an array of azidoselenides, which were further elaborated.
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