Enantioselective Addition of a 2‐Alkoxycarbonyl‐1,3‐dithiane to Imines Catalyzed by a Bis(guanidino)iminophosphorane Organosuperbase |
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Authors: | Dr Azusa Kondoh Masafumi Oishi Tadahiro Takeda Prof?Dr Masahiro Terada |
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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) |
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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. |
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Keywords: | asymmetric catalysis 1 3‐dithianes organocatalysis organosuperbases phosphazenes |
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