Synthesis of cis-Octahydroindoles via Intramolecular 1,3-Dipolar Cycloaddition of 2‑Acyl-5-aminooxazolium Salts
收藏Figshare2016-02-20 更新2026-04-29 收录
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https://figshare.com/articles/dataset/Synthesis_of_i_cis_i_Octahydroindoles_via_Intramolecular_1_3_Dipolar_Cycloaddition_of_2_Acyl_5_aminooxazolium_Salts/2468044
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A concise method for the diastereoselective synthesis of octahydroindoles is presented. The products contain 2-amido and 7-hydroxyl substituents. A series of 2-acyl-5-aminooxazoles were prepared in one step. Upon methylation of the oxazole nitrogen atom, the substrates underwent rapid intramolecular 1,3-dipolar cycloaddition with a tethered alkene and, after reduction with excess hydride, produced octahydroindoles with excellent diastereoselectivity. The method allows for the installation of α-quaternary stereogenic carbon atoms.
创建时间：
2016-02-20
