Posts Tagged ‘13-olide’

Validating the chemical literature heritage. Eudesma-1,3-dien-6,13-olide.

Thursday, December 8th, 2011

Previously, I had noted that Corey reported in 1963/65 the total synthesis of the sesquiterpene dihydrocostunolide. Compound 16, known as Eudesma-1,3-dien-6,13-olide was represented as shown below in black; the hydrogen shown in red was implicit in Corey’s representation, as was its stereochemistry. As of this instant, this compound is just one of 64,688,893 molecules recorded by Chemical Abstracts. How can we, in 2011, validate this particular entry, and resolve the stereochemical ambiguity? Here I discuss one approach (a vision if you like of the semantic web). (more…)