Abstract

A 25-step stereocontrolled total synthesis of (±)-renieramycin G ( 1g) from readily available 2-hydroxy-3-methyl-4,5-dimethoxybenzaldehyde ( 3) is described. This synthesis features the concise construction of the pentacyclic framework using the stereoselective Pictet–Spengler type cyclization reaction of lactam ( 14) with ethyl diethoxyacetate, followed by the base-catalyzed isomerization of the C-1 stereo center.

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