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New Retinoid Analogs from δ‐Pyronene, a Natural Synthon
Author(s) -
Lambertin Frédéric,
Wende Martin,
Quirin Marie Jeanne,
Taran Martine,
Delmond Bernard
Publication year - 1999
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199906)1999:6<1489::aid-ejoc1489>3.0.co;2-1
Subject(s) - synthon , chemistry , retinoid , stereochemistry , biochemistry , retinoic acid , gene
δ‐Pyronene ( 1 ), a readily available terpenic synthon, is an excellent raw material for the preparation of numerous terpenic intermediates. Original retinoid analogs such as “ iso ”‐retinyl acetate ( 5 ), “ iso ”‐retinal ( 6 ) and ethyl “ iso ”‐retinoate ( 7 ), in which the cyclogeranyl moiety is functionalized in an unusual position, were prepared from δ‐pyronene.