Access to trans‐3,4‐Dihydroxy‐2‐alkylpyrrolidines and Piperidines by Use of Stereodefined Cyclic N,O‐Acetals as a Diversity‐Generating Element |
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Authors: | Soyeong Kang Dong‐gil Kim Prof Young Ho Rhee |
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Institution: | Department of Chemistry, POSTECH (Pohang University of Science and Technology), Pohang, 790‐784 (Korea) |
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Abstract: | A highly efficient and stereoselective synthetic pathway towards trans‐3,4‐dihydroxy‐2‐alkylpyrrolidines and piperidines is described. The nature of the protecting groups on the hydroxyl moieties played a crucial role on the trans selectivity. By using this method, a concise total synthesis of (?)‐2‐epilentiginosine has been achieved. |
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Keywords: | diastereoselectivity enantioselectivity heterocycles natural products synthetic methods |
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