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Synthesis and Interconversion of New (CH) 14 Isomers
Author(s) -
Fessner WolfDieter,
Rodriguez Maria
Publication year - 1991
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199110201
Subject(s) - cyclooctatetraene , cycloaddition , chemistry , adduct , double bond , benzoquinone , stereochemistry , computational chemistry , photochemistry , medicinal chemistry , organic chemistry , molecule , catalysis
The polycyclic triene 1 is accessible via two efficient routes from the known cyclooctatetraene‐ p ‐benzoquinone adduct. The two parallel double bonds in 1 undergo photochemical [2 + 2] cycloaddition to give 2 and thermal [3,3] shift above 80°C to give, regiospecifically, the anti ‐isomer 3 .
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