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 | Zendy

Breitmaier Eberhard | Zendy; Kneifel Helmut | Zendy; PoszichBuscher Carmen | Zendy; Rittich Susanne | Zendy

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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.

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