180609-35-2Relevant academic research and scientific papers
Synthesis of (±)-allocyathin B2 and (+)-erinacine A
Snider, Barry B.,Vo, Nha Huu,O'Neil, Steven V.
, p. 4732 - 4740 (1998)
(±)-Allocyathin B2 (2) and (+)-erinacine A (4), the 1-β-D-xyloside of (+)-allocyathin B2, the first cyathin diterpenes to be prepared, have been synthesized using a carbonyl ene reaction of 14a to construct an appropriately functionalized seven-membered ring and palladium-catalyzed carbonylation of dienyl triflates 10 and 39 as key steps. The entire cyathin carbon skeleton is constructed in seven steps, and allocyathin B2 is synthesized in only 17 steps (>5%overall yield) from readily available enone 9.
