A GREEN REGIO- AND DIASTEREOSELECTIVE SYNTHESIS OF NOVEL TRISPIROHETEROCYCLES IN 2,2,2-TRIFLUOROETHANOL

Anshu Dandia, Ruby Singh, Jyoti Joshi, Sukhbeer Kumari

Abstract


A new regio- and diastereoselective 1,3-dipolar cycloaddition reaction of 7,9-bis[(E)arylidine]-1,4-dioxa-spiro[4,5]decane-8-ones, sarcosine/1,3-thiazolane-4-carboxylic acid and acenapthequinone has been developed for the synthesis of trispiropyrrolidine/thiapyrrolizidine derivatives using 2,2,2-trifluoroethanol as a green solvent. The solvent (TFE) can be readily separated from reaction products and recovered in excellent purity for direct reuse. A regio- and stereochemical outcome of the cycloaddition reaction was ascertained by X-ray crystallographic study.

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DOI: http://dx.doi.org/10.17628/ecb.2013.2.683-686

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