Open Chemistry Journal
2018, 5 : 44-50Published online 2018 June 29. DOI: 10.2174/1874842201805010044
Publisher ID: CHEM-5-44
RESEARCH ARTICLE
A New Synthetic Method of 1,5-Dimethyl-3-Oxabicyclo[3.1.0] Hexane-2,4-Dione
* Address correspondence to this author at the Research Unity of Valorization of Natural Resources, Bioactive Molecules and Physicochemical Biological Analysis, Department of Chemistry, Faculty of Exact Sciences, University of Mentouri- Brothers, Constantine-1, Algeria; E-mail: nadjahorg@gmail.com
ABSTRACT
Background:
We have described in this reported work a new method in the synthesis of cis-1,5-dimethyl -3-oxabicyclo [3.1.0] hexane-2,4-dione in good yield.
Objective:
Optimization of practical conditions leads to obtain 1,3-cyclopropanedicarboxylic anhydrides as important precursors of functionalized cyclopropane derivatives.
Method:
The condensation of 2-chloropropanoic acid with ethyl methacrylate using (2M) LDA dissolved in hexane and THF at (-80°C), and the treatment with acetyl chloride permit to obtain the substituted 1,3- cyclopropanedicarboxylic anhydride .
Results:
We have proceeded to the synthesis of cis-1,5-dimethyl -3-oxabicyclo [3.1.0] hexane-2,4-dione as functionalized organic compound with high efficiency ,taking into account the regioselectivity of carbanion attack to double bond activated by an electrophilic group.
Conclusion:
Using (2M) LDA dissolved in hexane and THF at (-80°C) is a good way to afford the enantioselective substituted 1,3- cyclopropanedicarboxylic anhydrides.