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The reduction of 3,4\u2010dimethylmaleimides to the corresponding succinimides proceeds with a 3:2 diastereomeric ratio, which is independent of the nitrogen substituent and electrode surface area. The stereoselectivity of the process was rationalized by using DFT calculations, involving an acid\u2010catalyzed tautomerization of a half\u2010enol occurring through a double hydrogen\u2010transfer mechanism.<\/jats:p>","DOI":"10.1002\/cssc.201403184","type":"journal-article","created":{"date-parts":[[2015,1,8]],"date-time":"2015-01-08T15:48:23Z","timestamp":1420732103000},"page":"665-671","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":5,"title":["Chemo\u2010 and Diastereoselectivities in the Electrochemical Reduction of Maleimides"],"prefix":"10.1002","volume":"8","author":[{"given":"Kathryn","family":"Rix","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Geoffrey H.","family":"Kelsall","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Klaus","family":"Hellgardt","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"King Kuok (Mimi)","family":"Hii","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2015,1,8]]},"reference":[{"key":"e_1_2_6_1_2","volume-title":"Catalytic Hydrogenation","author":"Cerven\u00fd L.","year":"1986"},{"key":"e_1_2_6_2_2","unstructured":"\u00a0"},{"key":"e_1_2_6_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/bk-1982-0196.ch012"},{"key":"e_1_2_6_4_2","doi-asserted-by":"publisher","DOI":"10.1002\/cssc.201000354"},{"key":"e_1_2_6_5_2","doi-asserted-by":"publisher","DOI":"10.1016\/B978-0-08-052349-1.00236-5"},{"key":"e_1_2_6_6_2","doi-asserted-by":"publisher","DOI":"10.1021\/op050155x"},{"key":"e_1_2_6_7_2","unstructured":"For recent examples and review see:"},{"key":"e_1_2_6_8_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ces.2010.11.002"},{"key":"e_1_2_6_9_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2009.10.106"},{"key":"e_1_2_6_10_2","doi-asserted-by":"publisher","DOI":"10.1007\/s10800-009-9939-6"},{"key":"e_1_2_6_11_2","doi-asserted-by":"publisher","DOI":"10.1556\/JFC-D-12-00019"},{"key":"e_1_2_6_12_2","doi-asserted-by":"publisher","DOI":"10.1556\/JFC-D-13-00030"},{"key":"e_1_2_6_13_2","unstructured":"This can be achieved by Mg\/MeOH (dissolving metal) see:"},{"key":"e_1_2_6_14_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2005.04.015"},{"key":"e_1_2_6_15_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetasy.2010.02.017"},{"key":"e_1_2_6_16_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetasy.2006.06.030"},{"key":"e_1_2_6_17_2","doi-asserted-by":"publisher","DOI":"10.1246\/bcsj.12.8"},{"key":"e_1_2_6_18_2","unstructured":"\u00a0"},{"key":"e_1_2_6_19_2","doi-asserted-by":"publisher","DOI":"10.1139\/v76-200"},{"key":"e_1_2_6_20_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(01)82986-5"},{"key":"e_1_2_6_21_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0022-0728(77)80195-2"},{"key":"e_1_2_6_22_2","unstructured":"\u00a0"},{"key":"e_1_2_6_23_2","doi-asserted-by":"publisher","DOI":"10.1016\/0368-1874(85)85521-0"},{"key":"e_1_2_6_24_2","doi-asserted-by":"publisher","DOI":"10.1016\/0022-0728(86)90125-7"},{"key":"e_1_2_6_25_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo01319a020"},{"key":"e_1_2_6_26_2","doi-asserted-by":"publisher","DOI":"10.3390\/molecules18055669"},{"key":"e_1_2_6_27_2","unstructured":"\u00a0"},{"key":"e_1_2_6_28_2","doi-asserted-by":"publisher","DOI":"10.1039\/b910206j"},{"key":"e_1_2_6_29_2","first-page":"228","author":"Pelskov Y. 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