Abstract
AbstractA step‐economic stereoselective synthesis of (S)‐(−)‐juglomycin C and (S)‐(−)‐NHAB is described. The synthesis features Dötz benzannulation reaction to readily assemble the desired naphthalene structure. The key alkyne fragment was synthesized via a Jacobsen hydrolytic kinetic resolution of racemic epoxide followed by regioselective ring opening. The convergent quinone formation and TBS group removal with ceric ammonium nitrate (CAN) and also AlCl3‐mediated demethylation and tert‐butyl group removal in a convergent deprotection are notable features in the synthesis.
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