A new approach to functionalized cyclobutanes: Stereoselective synthesis of the enantiomers of grandisol and fraganol

Enantiomerically enriched (+)-grandisol and (+)-fraganol were synthesized using as the key step a new stereoselective synthesis of cyclobutanes fused to γ-lactones by a stereochemically-controlled intramolecular alkylation of α-benzenesulfonyl-γ-lactones. This method provides a way to synthesize the enantiomers in a straightforward manner.

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Bibliographic Details
Main Authors: Martín, Tomás, Rodríguez, Carmen M., Martín, Víctor S.
Other Authors: Dirección General de Investigación Científica y Técnica, DGICT (España)
Format: artículo biblioteca
Language:English
Published: Elsevier 1995-05
Subjects:Functionalized cyclobutanes, Synthesis of the enantiomers, Grandisol, Fraganol,
Online Access:http://hdl.handle.net/10261/211879
http://dx.doi.org/10.13039/501100008737
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Summary:Enantiomerically enriched (+)-grandisol and (+)-fraganol were synthesized using as the key step a new stereoselective synthesis of cyclobutanes fused to γ-lactones by a stereochemically-controlled intramolecular alkylation of α-benzenesulfonyl-γ-lactones. This method provides a way to synthesize the enantiomers in a straightforward manner.