Binary 1,4-asymmetric induction toward imines from a single allyltin reagent with a chiral oxygen functional group |
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Authors: | Yutaka Nishigaichi Takahiro Fujimoto Akio Takuwa Hidetoshi Iwamoto |
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Affiliation: | Department of Material Science, Faculty of Science and Engineering, Shimane University, 1060 Nishikawatsu-cho, Matsue, Shimane 690-8504, Japan |
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Abstract: | A single allyltin reagent possessing a chiral oxygen functional group afforded each diastereomeric product in the reaction with N-sulfonylimines promoted by appropriate Lewis acids in a binary stereoselective manner. InCl3 selectively provided the syn-1,4-amino alcohol derivatives, while BF3 and TiCl4 gave the anti-products preferentially. |
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Keywords: | Allyltin 1,4-Aminoalcohol derivatives Asymmetric induction Lewis acid Sulfonylimine |
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