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Biomimetic Synthesis of the Flavanone Leridol, Revision of the Structure of the Natural Product
Author(s) -
Solladié Guy,
Gehrold Nicolai,
Maignan Jean
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(199909)1999:9<2309::aid-ejoc2309>3.0.co;2-9
Subject(s) - flavanone , chemistry , natural product , hydroxymethyl , stereochemistry , biomimetic synthesis , natural (archaeology) , organic chemistry , flavonoid , archaeology , history , antioxidant
Two independent syntheses of 5‐hydroxy‐6‐hydroxymethyl‐7‐methoxy‐8‐methylflavanone ( 1) , which was supposed to be natural leridol, demonstrated that this structure assignment was wrong and that the natural flavanone leridol was indeed 5‐hydroxy‐8‐hydroxymethyl‐7‐methoxy‐6‐methylflavanone ( 2 ).