{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,11]],"date-time":"2026-08-11T17:38:17Z","timestamp":1786469897545,"version":"build-2736575974"},"reference-count":58,"publisher":"Wiley","license":[{"start":{"date-parts":[[2026,8,11]],"date-time":"2026-08-11T00:00:00Z","timestamp":1786406400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"},{"start":{"date-parts":[[2026,8,11]],"date-time":"2026-08-11T00:00:00Z","timestamp":1786406400000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"funder":[{"DOI":"10.13039\/501100010446","name":"Institute for Basic Science","doi-asserted-by":"publisher","award":["IBS\u2010R010\u2010A2"],"award-info":[{"award-number":["IBS\u2010R010\u2010A2"]}],"id":[{"id":"10.13039\/501100010446","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["advanced.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Advanced Science"],"abstract":"<jats:title>ABSTRACT<\/jats:title>\n                  <jats:p>Chiral alkyl selenides are valuable motifs in medicinal chemistry and redox\u2010active molecular design, yet enantioselective hydroselenylation of unactivated alkenes remains challenging due to limited control over regio\u2010 and enantioselectivity. Here, we report nickel\u2010hydride\u2010catalyzed enantio\u2010 and regioselective hydroselenylation of unactivated alkenes directed by native amide groups using readily available diselenides. The method accommodates both terminal and internal alkenes as well as both aryl and alkyl diselenides, exhibiting broad functional\u2010group tolerance and delivering structurally diverse chiral aliphatic selenides with high regio\u2010 and enantioselectivity under mild conditions. Mechanistic studies support enantiodetermining hydronickelation followed by single\u2010electron diselenide activation and selective capture of the selenium radical by the chiral alkyl\u2013nickel intermediate. This work establishes a general platform for asymmetric C\u2500Se bond formation through the integration of NiH catalysis and radical selenium transfer.<\/jats:p>","DOI":"10.1002\/advs.77070","type":"journal-article","created":{"date-parts":[[2026,8,11]],"date-time":"2026-08-11T16:50:50Z","timestamp":1786467050000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["NiH\u2010Catalyzed Enantio\u2010 and Regioselective Hydroselenylation of Unactivated Alkenes"],"prefix":"10.1002","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-9650-9287","authenticated-orcid":false,"given":"Hyung\u2010Joon","family":"Kang","sequence":"first","affiliation":[{"name":"Center for Catalytic Hydrocarbon Functionalizations Institute for Basic Science (IBS)  Daejeon Republic of Korea"},{"name":"Department of Chemistry Korea Advanced Institute of Science and Technology (KAIST)  Daejeon Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8476-7166","authenticated-orcid":false,"given":"Jaehun","family":"Kim","sequence":"additional","affiliation":[{"name":"Center for Catalytic Hydrocarbon Functionalizations Institute for Basic Science (IBS)  Daejeon Republic of Korea"},{"name":"Department of Chemistry Korea Advanced Institute of Science and Technology (KAIST)  Daejeon Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9371-1730","authenticated-orcid":false,"given":"Sungwoo","family":"Hong","sequence":"additional","affiliation":[{"name":"Center for Catalytic Hydrocarbon Functionalizations Institute for Basic Science (IBS)  Daejeon Republic of Korea"},{"name":"Department of Chemistry Korea Advanced Institute of Science and Technology (KAIST)  Daejeon Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,8,11]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/acschembio.6b00031"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200300573"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1515\/BC.2007.138"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules29010120"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.1c01859"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.3390\/ijms22031009"},{"key":"e_1_2_8_8_1","first-page":"3","volume-title":"Food and Nutritional Components in Focus","author":"Perrone D.","year":"2015"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.drudis.2020.10.014"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.2c00201"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1055\/a\u20101506\u20105532"},{"key":"e_1_2_8_12_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.macromol.8b01597"},{"key":"e_1_2_8_13_1","doi-asserted-by":"publisher","DOI":"10.1021\/ar4000339"},{"key":"e_1_2_8_14_1","doi-asserted-by":"publisher","DOI":"10.1002\/9783527641949"},{"key":"e_1_2_8_15_1","doi-asserted-by":"publisher","DOI":"10.1039\/b003237i"},{"key":"e_1_2_8_16_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.7b08511"},{"key":"e_1_2_8_17_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.0c01290"},{"key":"e_1_2_8_18_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm501853m"},{"key":"e_1_2_8_19_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.microc.2013.08.009"},{"key":"e_1_2_8_20_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00216\u2010004\u20102822\u20108"},{"key":"e_1_2_8_21_1","doi-asserted-by":"publisher","DOI":"10.1002\/9781118075647"},{"key":"e_1_2_8_22_1","volume-title":"The Logic of Chemical Synthesis","author":"Corey E. 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