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Rhodium(III)‐Catalyzed Diastereoselective Synthesis of 1‐Aminoindanes via C−H Activation
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2017-09-27 , DOI: 10.1002/adsc.201701082
Sang Hoon Han 1 , Neeraj Kumar Mishra 1 , Mijin Jeon 1 , Saegun Kim 1 , Hyung Sik Kim 1 , Seung-Young Jung 2 , Young Hoon Jung 1, 2 , Jin-Mo Ku 2 , In Su Kim 1
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The rhodium(III)‐catalyzed cross‐coupling reaction between N‐sulfonyl aldimines and various olefins such as maleimides, fumarates, maleates, α,β‐unsaturated ketones, acrylate and nitroalkenes is described. This transformation efficiently leads to the diastereoselective synthesis of pharmacologically privileged 1‐aminoindane derivatives via the C−H alkylation followed by subsequent intramolecular cyclization. Notably, single diastereomers in all cases were observed, and the relative stereochemistry of products was confirmed by the X‐ray crystallographic data.

中文翻译:

铑(III)通过CH活化催化非对映选择性合成1-氨基茚满

描述了N-磺酰基醛亚胺与各种烯烃如马来酰亚胺,富马酸酯,马来酸酯,α,β-不饱和酮,丙烯酸酯和硝基烯烃之间的铑(III)催化的交叉偶联反应。这种转化有效地导致非化学选择性合成的药理学优势的1-氨基茚满衍生物通过CH烷基化,随后进行分子内环化。值得注意的是,在所有情况下均观察到单一非对映异构体,并且X射线晶体学数据证实了产物的相对立体化学。
更新日期:2017-09-27
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