Publication Details (including relevant citation information):
Martin Lang, Wolfgang Steglich
Synthesis 2005, 1019-27
The synthesis of side-chain 13C-labeled geranylgeranyl-4-hydroxybenzoic acids and geranylgeranyl-3,4-dihydroxybenzoic acids is described. The synthesis starts from O-protected methyl hydroxyiodobenzoates, which are transformed into Grignard reagents by low-temperature iodine-magnesium exchange according to Knochel’s procedure. Copper catalyzed cross-coupling with 13C-labeled geranylgeranyl bromide followed by deprotection affords the products with good yields and full retention of stereochemistry.
Address (URL): http://dx.doi.org/10.1055/s-2005-861863