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The Diels–Alder Dimer of 6‐Hydroxy‐2,6‐dimethyl‐ cyclohexa‐2,4‐dienone, an Unusual Metabolite in the Bacterial Degradation of 2,6‐Xylenol
Author(s) -
Breitmaier Eberhard,
Kneifel Helmut,
PoszichBuscher Carmen,
Rittich Susanne
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.199102021
Subject(s) - hydroxylation , dimer , metabolite , alder , chemistry , phenol , degradation (telecommunications) , stereochemistry , organic chemistry , medicinal chemistry , biology , botany , biochemistry , enzyme , telecommunications , computer science
Contrary to expectation, 2,6‐xylenol 1 is also microbially degradable. The Diels‐Alder dimer of 6‐hydroxy‐2,6‐dimethylcyclohexa‐2,4‐dienone ( 2 ) was identified among the degradation products. The ortho ‐hydroxylation of a 2,6‐disubstituted phenol was thus found for the first time in nature.