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Prins cascade cyclization for the synthesis of 1,9-dioxa-4-azaspiro[5.5]undecane derivatives.

作者信息

Reddy B V Subba, Medaboina Durgaprasad, Sridhar B, Singarapu Kiran Kumar

机构信息

Natural Product Chemistry, ‡Laboratory of X-ray Crystallography, and §Centre for Nuclear Magnetic Resonance, Indian Institute of Chemical Technology , Hyderabad-500 007, India.

出版信息

J Org Chem. 2014 Mar 7;79(5):2289-95. doi: 10.1021/jo4027534. Epub 2014 Feb 24.

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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