A carbanion induced ring switching synthesis of spiranes: an unprecedented approach

An unique approach to the synthesis of heterocyclic spiranes through ring switching transformation of suitably functionalized 2H-pyran-2-ones, benzo[h]chromene and thiochromeno[4,3-b]pyrans has been developed. The spirane dimer 11d displayed interesting halogen-hydrogenbonding to generate an ellipti...

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Veröffentlicht in:RSC advances 2012-01, Vol.2 (24), p.9091-9099
Hauptverfasser: Maurya, Hardesh K., Pratap, Ramendra, Kumar, Abhinav, Kumar, Brijesh, Huch, Volker, Tandon, Vishnu K., Ji Ram, Vishnu
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Sprache:eng
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Zusammenfassung:An unique approach to the synthesis of heterocyclic spiranes through ring switching transformation of suitably functionalized 2H-pyran-2-ones, benzo[h]chromene and thiochromeno[4,3-b]pyrans has been developed. The spirane dimer 11d displayed interesting halogen-hydrogenbonding to generate an elliptical cavity and may be relevant to the generation of a host guest assembly for specific cations and also a low helimerization energy barrier of spirane 17a.
ISSN:2046-2069
2046-2069
DOI:10.1039/c2ra21587j