Synthesis of 3,4-Disubstituted Piperidines by Carbonyl Ene and Prins Cyclizations: A Switch in Diastereoselectivity between Lewis and Brønsted Acid Catalysts
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https://figshare.com/articles/dataset/Synthesis_of_3_4-Disubstituted_Piperidines_by_Carbonyl_Ene_and_Prins_Cyclizations_A_Switch_in_Diastereoselectivity_between_Lewis_and_Br_nsted_Acid_Catalysts/3744117
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资源简介：
A novel diastereoselective approach to cis and trans 3,4-disubstituted piperidines is described. Carbonyl ene cyclization of aldehydes 6a−e
catalyzed by the Lewis acid methyl aluminum dichloride in refluxing chloroform affords trans piperidines 8a−e with diastereomeric ratios of
up to 93:7. By contrast, Prins cyclization of 6a−e catalyzed by hydrochloric acid at low temperatures affords cis products 7a−e with diastereomeric
ratios of up to 98:2.
创建时间：
2016-08-20
