Stereoselective Synthesis of Substituted 1,4-Oxazepanes by Intramolecular Reductive Etherification

A facile and general strategy is developed for the stereoselective synthesis of substituted 1,4‐oxazepane derivatives through an intramolecular reductive etherification reaction. The effects of the substituents present on the oxonium ion and the position of this ion with respect to the nitrogen atom...

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Bibliographic Details
Published in:European journal of organic chemistry 2013-04, Vol.2013 (11), p.2076-2079
Main Authors: Gharpure, Santosh J., Prasad, J. V. K.
Format: Article
Language:English
Subjects:
Diastereoselectivity
Heterocycles
Lewis acids
Reductive etherification
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Summary:A facile and general strategy is developed for the stereoselective synthesis of substituted 1,4‐oxazepane derivatives through an intramolecular reductive etherification reaction. The effects of the substituents present on the oxonium ion and the position of this ion with respect to the nitrogen atom on the yield and selectivity of the reaction are also studied. A facile and general strategy is developed for the stereoselective synthesis of substituted 1,4‐oxazepane derivatives through an intramolecular reductive etherification reaction. The effects of the substituents present on the oxonium ion and the position of this ion with respect to the nitrgen atom on the yield and selectivity of the reaction are also studied.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201300135