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Access to trans‐3,4‐Dihydroxy‐2‐alkylpyrrolidines and Piperidines by Use of Stereodefined Cyclic N,O‐Acetals as a Diversity‐Generating Element
Authors:Soyeong Kang  Dong‐gil Kim  Prof Young Ho Rhee
Institution:Department of Chemistry, POSTECH (Pohang University of Science and Technology), Pohang, 790‐784 (Korea)
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.
Keywords:diastereoselectivity  enantioselectivity  heterocycles  natural products  synthetic methods
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