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Enantioselective Addition of a 2‐Alkoxycarbonyl‐1,3‐dithiane to Imines Catalyzed by a Bis(guanidino)iminophosphorane Organosuperbase
Authors:Dr Azusa Kondoh  Masafumi Oishi  Tadahiro Takeda  Prof?Dr Masahiro Terada
Institution:1. Research and Analytical Center for Giant Molecules, Graduate School of Science, Tohoku University, Aramaki, Aoba‐ku, Sendai 980‐8578 (Japan);2. Department of Chemistry, Graduate School of Science, Tohoku University, Aramaki, Aoba‐ku, Sendai 980‐8578 (Japan);3. Process Technology Research Laboratories, Daiichi Sankyo Co., Ltd, Edogawa‐ku, Tokyo 134‐8630 (Japan)
Abstract:A chiral bis(guanidino)iminophosphorane catalyzes enantioselective addition reactions of a 1,3‐dithiane derivative as a pronucleophile. The chiral uncharged organosuperbase facilitates the addition of benzyloxycarbonyl‐1,3‐dithiane to aromatic N‐Boc‐protected imines to provide optically active α‐amino‐1,3‐dithiane derivatives, which are valuable versatile building blocks in organic synthesis.
Keywords:asymmetric catalysis  1  3‐dithianes  organocatalysis  organosuperbases  phosphazenes
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