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Herein we present our strategy to utilise the hydrogen borrowing manifold to access \u03b1\u2010quaternary ketones via a tandem acceptorless dehydrogenation\u2010cyclisation cascade. This new application of the methodology results in the formation of five\u2010 and six\u2010membered carbocycles with a high degree of diastereoselectivity. Interestingly, benzylic alcohol substrates behaved anomalously and eliminated sulfinate <jats:italic>in\u2005situ<\/jats:italic> to give a set of rearranged \u03b1\u2010quaternary ketone products.<\/jats:p>","DOI":"10.1002\/anie.202423179","type":"journal-article","created":{"date-parts":[[2025,1,9]],"date-time":"2025-01-09T09:54:32Z","timestamp":1736416472000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["Hydrogen\u2010Borrowing\u2010Based Methods for the Construction of Quaternary Stereocentres"],"prefix":"10.1002","volume":"64","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-2648-5686","authenticated-orcid":false,"given":"Jessica L.","family":"Crompton","sequence":"first","affiliation":[{"name":"Department of Chemistry University of Oxford, Chemistry Research Laboratory, Mansfield Road  Oxford OX1 3TA UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9727-9188","authenticated-orcid":false,"given":"Timothy C.","family":"Jenkins","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Oxford, Chemistry Research Laboratory, Mansfield Road  Oxford OX1 3TA UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sam M.","family":"Rowe","sequence":"additional","affiliation":[{"name":"GSK Medicines Research Centre, Gunnels Wood Road  Stevenage Hertfordshire SG1 2NY UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7088-6626","authenticated-orcid":false,"given":"Timothy J.","family":"Donohoe","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Oxford, Chemistry Research Laboratory, Mansfield Road  Oxford OX1 3TA UK"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2025,1,16]]},"reference":[{"key":"e_1_2_2_1_1","unstructured":"\u00a0"},{"key":"e_1_2_2_2_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.7b00340"},{"key":"e_1_2_2_3_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscentsci.1c00125"},{"key":"e_1_2_2_4_1","unstructured":"\u00a0"},{"key":"e_1_2_2_5_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5b11196"},{"key":"e_1_2_2_6_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.6b12840"},{"key":"e_1_2_2_7_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2021.132051"},{"key":"e_1_2_2_8_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b07776"},{"key":"e_1_2_2_9_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b08832"},{"key":"e_1_2_2_10_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.9b05567"},{"key":"e_1_2_2_11_2","doi-asserted-by":"publisher","DOI":"10.1039\/D0CC05840H"},{"key":"e_1_2_2_12_2","doi-asserted-by":"publisher","DOI":"10.1002\/cssc.201900990"},{"key":"e_1_2_2_13_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.0c00549"},{"key":"e_1_2_2_14_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.0c00829"},{"key":"e_1_2_2_15_1","unstructured":"\u00a0"},{"key":"e_1_2_2_16_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja902437k"},{"key":"e_1_2_2_17_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.6b02279"},{"key":"e_1_2_2_18_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.7b04374"},{"key":"e_1_2_2_19_2","doi-asserted-by":"publisher","DOI":"10.1002\/cctc.201801121"},{"key":"e_1_2_2_20_1","unstructured":"\u00a0"},{"key":"e_1_2_2_21_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201307295"},{"key":"e_1_2_2_22_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-0036-1588547"},{"key":"e_1_2_2_23_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.3c01768"},{"key":"e_1_2_2_24_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.1229712"},{"key":"e_1_2_2_25_1","unstructured":"\u00a0"},{"key":"e_1_2_2_26_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201410391"},{"key":"e_1_2_2_27_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b12296"},{"key":"e_1_2_2_28_1","unstructured":"\u00a0"},{"key":"e_1_2_2_29_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.6b03554"},{"key":"e_1_2_2_30_2","doi-asserted-by":"publisher","DOI":"10.1039\/D4SC02842B"},{"key":"e_1_2_2_31_1","unstructured":"Single crystal X-ray diffraction data were collected using either a (Rigaku) Oxford Diffraction SuperNova diffractometer or a high flux Rigaku Synergy DW rotating anode instrument and reduced using CrysAlisPro. 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