Gm. Keseru et al., SYNTHESIS OF ACEROGENIN-C AND (-ACEROGENIN-A, 2 MACROCYCLIC DIARYLHEPTANOID CONSTITUENTS OF ACER NIKOENSE()), EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, (3), 1998, pp. 521-524
The macrocyclic ketone acerogenin C (3) and the corresponding alcohol
(+)-accerogenin A (1), diarylheptanoid constituents of the maple Acer
nikoense were synthesized. The key steps were the selective reduction
of the double bond of an alpha,beta-unsaturated ketone (10) and macroc
yclization of an iodophenol (13) by a modified Ullmann diarylether syn
thesis.