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Asymmetric Azidoselenenylation of Alkenes: A Key Step for the Synthesis of Enantiomerically Enriched Nitrogen‐Containing Compounds
Author(s) -
Tiecco Marcello,
Testaferri Lorenzo,
Santi Claudio,
Tomassini Cristina,
Marini Francesca,
Bagnoli Luana,
Temperini Andrea
Publication year - 2003
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200351229
Subject(s) - key (lock) , nitrogen , chemistry , enantioselective synthesis , organic chemistry , combinatorial chemistry , computer science , catalysis , operating system
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.