We report herein the improved diastereoselective synthesis of 2,5-disubstituted pyrrolidines from aliphatic azides. Experimental and theoretical studies of the C-H amination reaction mediated by the iron dipyrrinato complex (Ad L)FeCl(OEt2 ) provided a model for diastereoinduction and allowed for systematic variation of the catalyst to enhance selectivity. Among the iron alkoxide and aryloxide catalysts evaluated, the iron phenoxide complex exhibited superior performance towards the generation of syn 2,5-disubstituted pyrrolidines with high diastereoselectivity.
We report herein the improved diastereoselective synthesis of n class="Chemical">2,5-disubstituted pyrrolidines from aliphatic azides. Experimental and theoretical studies of the C-H amination reaction mediated by the iron dipyrrinato complex (Ad L)FeCl(OEt2 ) provided a model for diastereoinduction and allowed for systematic variation of the catalyst to enhance selectivity. Among the iron alkoxide and aryloxide catalysts evaluated, the iron phenoxide complex exhibited superior performance towards the generation of syn2,5-disubstituted pyrrolidines with high diastereoselectivity.
Authors: Yunjung Baek; Anuvab Das; Shao-Liang Zheng; Joseph H Reibenspies; David C Powers; Theodore A Betley Journal: J Am Chem Soc Date: 2020-06-12 Impact factor: 16.383
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Authors: Yuyang Dong; James T Lukens; Ryan M Clarke; Shao-Liang Zheng; Kyle M Lancaster; Theodore A Betley Journal: Chem Sci Date: 2019-12-11 Impact factor: 9.969