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. 2017 Mar 9;3(4):278–282. doi: 10.1021/acscentsci.6b00361

Figure 2.

Figure 2

Synthetic considerations. (A) Oxidation products 7 and 8, each accessible from 6 by modification of the SeO2 reaction conditions, can be elaborated to either (+)-ryanodine (1) or (+)-20-deoxyspiganthine (3), respectively. (B) Retrosynthetic analysis for 1 and 3. Key strategic innovation is to directly incorporate pyrrole-2-carboxylate ester (as in 10) prior to reductive cyclization.