A new, simple, and mild azidolysis of vinylepoxides

A new, simple, and mild regio-and stereocontrolled azidolysis of vinylepoxides with TMSN3/BF3 system is reported. The method appears of general value and works very well particularly in the presence of electron-poor olefins, regardless of the size of substituents on the heterocyclic ring.

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Bibliographic Details
Published in:Tetrahedron letters 2011-07, Vol.52 (30), p.3895-3896
Main Authors: Righi, Giuliana, Manni, Livia Salvati, Bovicelli, Paolo, Pelagalli, Romina
Format: Article
Language:English
Subjects:
Aliphatic compounds
Azido alcohols
Azidolysis
Chemistry
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives
Olefins
Organic chemistry
Preparations and properties
Regioselectivity
Tetrahedrons
Vinylepoxides
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Description
Summary:A new, simple, and mild regio-and stereocontrolled azidolysis of vinylepoxides with TMSN3/BF3 system is reported. The method appears of general value and works very well particularly in the presence of electron-poor olefins, regardless of the size of substituents on the heterocyclic ring.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2011.05.085