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Synthesis and reactions of 2, 5-dimethyl-4-(3′-hydroxy-3′-methyl-1′-butynyl)-4-piperidinol

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The addition of dimethyl ethynyl carbinol to the carbonyl group of 2, 5-dimethyl-4-piperidinone under the conditions of the Favorskii reaction has been studied. It has been shown that the addition takes place stereo-selectively and leads to the formation of a single isomeric acetylenic glycol. The hydration of this glycol has given a heterocyclic tetrahydrofuran with a spiran structure. The exhaustive hydrogenation of the acetylenic glycol has yielded the corresponding saturated glycol. By its cyclization a tetrahydrofuran derivative has been synthesized.

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Azerbaev, I.N., Sarbaev, T.G. & Basymbekov, M.B. Synthesis and reactions of 2, 5-dimethyl-4-(3′-hydroxy-3′-methyl-1′-butynyl)-4-piperidinol. Chem Heterocycl Compd 4, 601–602 (1971). https://doi.org/10.1007/BF00481028

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  • DOI: https://doi.org/10.1007/BF00481028

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