Pm. Imamura et R. Nogueira, A CONVENIENT SYNTHESIS OF C-8 OXO-EUDESMANE - TOTAL SYNTHESIS OF (-)-EUDESMA-5,7(11)-DIEN-8-ONE(), Synthetic communications, 25(3), 1995, pp. 405-412
The synthesis of (+/-)-eudesma-5,7(11)-dien-8-one 5 was accomplished i
n 5 steps from the known octalone 6. Reduction of the enone 5 with LAH
followed by acetylation, furnished the mixture of (+/-)-coralloidin-A
(11) and its C-8 epimer 12 in a ratio 2:1.