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Polyamide‐Catalyzed Dimerization of 2,5‐Dihydroxybenzoquinones to 4‐Ylidenetetronic acids; a Model for the Biosynthesis of Bovilactone‐4,4
Author(s) -
Jägers Erhard,
Steglich Wolfgang
Publication year - 1981
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.198110161
Subject(s) - biosynthesis , polyamide , catalysis , pigment , chemistry , acetylation , stereochemistry , biochemistry , organic chemistry , enzyme , gene
The parent compound (2a) of the fungal pigment bovilactone‐4,4 (2b) is formed on heating 2,5‐dihydroxybenzoquinone (1a) in the presence of acetylated polyamide‐6. The mutual occurrence of (2b) and boviquinone‐4 (1b) in the sporophores of Suillus bovinus would suggest that such a reaction could also be of importance in the biosynthesis of (2b) ( a , R = H; b , R = geranylgeranyl).