EUROPEAN JOURNAL OF
PHARMACEUTICAL AND MEDICAL RESEARCH

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An International Peer Reviewed Journal for Pharmaceutical, Medical & Biological Sciences

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Abstract

CYCLOPRPAN FORMATION VERSUS SIGMATROPIC REARRANGE PRODUCTS IN ETHYLDIAZACETATE ADDITION TO ALLYLTHIOTETRAPYRAN

Zuhair Muhi-Eldeen*, Tawfik Arafat1, Elham Al-Kaissi

ABSTRACT

During the course of our investigation to the synthesis of 2-(2'-tetrahydropyranyl thio) methyl-1-carboxycyclopropane through the cyclic addition of 2-allythiotetropyran with ethyldiazoacetate results in cyclopropane derivatives in cis and trans form in addition to sigmatropic rearrangement of 1,3 and 1,5 shift were obtained. Conformation of the structure of cyclopropane, sigmatropic rearrange products is confirmed through elemental analysis, IR, NMR and MP. The mechanisms of sigmatropic arrangement are discussed.

Keywords: Cyclic addition, Ethyldiazoacetate, Sigmatropic rearrangement, Cyclopropane, Temperature effects.


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SJIF Impact Factor: 7.065

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