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Cycloadditions of Isobenzofuran to a Constrained Template Bearing Neighboring Dienophiles
Author(s) -
Stoermer Martin J.,
Butler Douglas N.,
Warrener Ronald N.,
Weerasuria K. D. V.,
Fairlie David P.
Publication year - 2003
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200204619
Subject(s) - isobenzofuran , diene , chemistry , reactivity (psychology) , stereochemistry , organic chemistry , medicine , natural rubber , alternative medicine , pathology
Abstract A high yielding synthesis of the pentacyclic diene–dione 1 has enabled investigation of its reactivity as a double dienophile in Diels–Alder [4+2] cycloadditions with isobenzofuran, leading to novel and highly symmetrical three‐sided cavitands 3 and 4 .