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Total syntheses of (+)‐valiolamine (1) and (–)‐1‐epi‐valiolamine (2) from the naturally abundant (–)‐shikimic acid are described. Ethyl 3‐epi‐5‐O‐methylsulfonyl‐shikimate (3), as the key common intermediate, was first synthesized in five steps in 74 % overall yield, and then converted into the targets 1 and 2 in seven steps in 48 and 41 % overall yield, respectively.
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