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Despite its success in the formation of various asymmetric carbon\u2013carbon and carbon\u2013heteroatom bonds, enantioselective seleno\u2010Michael addition remains essentially unexplored. We report here a highly enantioselective Michael addition reaction of alkyl selenols to enones. This method conveniently introduces a Se atom to an electron\u2010deficient double bond asymmetrically. A chiral bifunctional N\u2010heterocyclic carbene (NHC)\/thiourea catalyst was developed as a key ingredient that delivers chiral \u03b2\u2010seleno ketones with remarkable selectivity. This new catalyst and its mode of action support broad applications in the catalytic activation of nucleophilic reactions.<\/jats:p>","DOI":"10.1002\/anie.202202040","type":"journal-article","created":{"date-parts":[[2022,3,24]],"date-time":"2022-03-24T04:08:51Z","timestamp":1648094931000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":65,"title":["Enantioselective Seleno\u2010Michael Addition Reactions Catalyzed by a Chiral Bifunctional N\u2010Heterocyclic Carbene with Noncovalent Activation"],"prefix":"10.1002","volume":"61","author":[{"given":"En","family":"Li","sequence":"first","affiliation":[{"name":"State Key Laboratory of Chemical Oncogenomics Peking University Shenzhen Graduate School  Shenzhen 518055 China"},{"name":"Pingshan Translational Medicine Center Shenzhen Bay Laboratory  Shenzhen 518118 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jiean","family":"Chen","sequence":"additional","affiliation":[{"name":"Pingshan Translational Medicine Center Shenzhen Bay Laboratory  Shenzhen 518118 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8377-8923","authenticated-orcid":false,"given":"Yong","family":"Huang","sequence":"additional","affiliation":[{"name":"Department of Chemistry The Hong Kong University of Science and Technology  Clear Water Bay Kowloon Hong Kong SAR China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2022,4,5]]},"reference":[{"key":"e_1_2_3_1_1","unstructured":"\u00a0"},{"key":"e_1_2_3_2_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja057641k"},{"key":"e_1_2_3_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr100380z"},{"key":"e_1_2_3_4_2","doi-asserted-by":"publisher","DOI":"10.1246\/cl.161020"},{"key":"e_1_2_3_5_1","doi-asserted-by":"publisher","DOI":"10.1039\/C8TC05873C"},{"key":"e_1_2_3_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja01569a087"},{"key":"e_1_2_3_7_1","doi-asserted-by":"publisher","DOI":"10.1038\/35035189"},{"key":"e_1_2_3_8_1","unstructured":"\u00a0"},{"key":"e_1_2_3_9_2","doi-asserted-by":"publisher","DOI":"10.1016\/B978-0-407-00255-5.50014-8"},{"key":"e_1_2_3_10_2","doi-asserted-by":"publisher","DOI":"10.1021\/acschembio.6b00031"},{"key":"e_1_2_3_11_1","unstructured":"\u00a0"},{"key":"e_1_2_3_12_2","unstructured":"\u201cPhysicochemical Studies of Selenoxides and Related Hypervalent Organoselenium Compounds. 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