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Updated: May 3, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Prins cascade cyclization for the synthesis of 1,9-dioxa-4-azaspiro[5.5]undecane derivatives
B V Subba Reddy1, Durgaprasad Medaboina, B Sridhar
1Natural Product Chemistry, ‡Laboratory of X-ray Crystallography, and §Centre for Nuclear Magnetic Resonance, Indian Institute of Chemical Technology , Hyderabad-500 007, India.
Abstract:
A novel Prins cascade process for the synthesis of 1,9-dioxa-4- azaspiro[5.5]undecane derivatives by the coupling of aldehydes with N-(4-hydroxy-2-methylenebutyl)-N-(2-hydroxyethyl)-4-methylbenzenesulfonamide has been developed. This is the first report of the synthesis of spiromorpholinotetrahydropyran derivatives through a Prins bicyclization.
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