104697-03-2Relevant academic research and scientific papers
A unified approach to the daucane and sphenolobane bicyclo[5.3.0]decane core: Enantioselective total syntheses of daucene, daucenal, epoxydaucenal B, and 14-para-anisoyloxydauc-4,8-diene
Bennett, Nathan B.,Stoltz, Brian M.
supporting information, p. 17745 - 17750 (2014/01/17)
Access to the bicyclo[5.3.0]decane core found in the daucane and sphenolobane terpenoids via a key enone intermediate enables the enantioselective total syntheses of daucene, daucenal, epoxydaucenal B, and 14-para-anisoyloxydauc-4,8-diene. Central aspects include a catalytic asymmetric alkylation followed by a ring contraction and ring-closing metathesis to generate the five- and seven-membered rings, respectively. United front! A route to the bicyclo[5.3.0]decane core of the daucane and sphenolobane terpenoids via a key enone intermediate is described that enables the enantioselective total syntheses of several members of this family of natural products (see scheme). Copyright
