The reaction of 4-hydroxy[2.2]paracyclophane with phthalimidesulfenyl chloride allowed the preparation of a suitable precursor for a paracyclophane-o-thioquinone. This species participates in an inverse electron demand hetero Diels-Alder reaction with different electron-rich alkenes to give the expected benzoxathiin cycloadducts with complete control of regio- and stereochemistry.

o-Thioquinones on [2.2]paracyclophanes: an Example of Totally Stereocontrolled Hetero Diels-Alder Reactions

MARROCCHI, Assunta;MINUTI, Lucio;TATICCHI, Aldo
2006

Abstract

The reaction of 4-hydroxy[2.2]paracyclophane with phthalimidesulfenyl chloride allowed the preparation of a suitable precursor for a paracyclophane-o-thioquinone. This species participates in an inverse electron demand hetero Diels-Alder reaction with different electron-rich alkenes to give the expected benzoxathiin cycloadducts with complete control of regio- and stereochemistry.
2006
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11391/115189
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