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Although regioselective in situ formation of \u03b1,\u03b3\u2010disubstituted allylchromium intermediate controlled by coordinative directing groups has been achieved, how to achieve high selectivity for reactions involving \u03b1,\u03b3\u2010disubstituted allylic chromium intermediates through electronic control has been elusive. In this study, we report a silyl\u2010group\u2010directed strategy that exploits the \u03b1\u2010silicon effect to achieve exceptional regiocontrol (rr &gt; 95:5) in the chromium\u2010catalyzed radical\u2010type allylation of aldehydes with \u03b1\u2010silyl\u2010substituted diene and Hantzsch ester under photoredox catalysis. The method establishes a paradigm of electronic steering mode for chromium catalysis, enabling the highly regioselective and diastereoselective synthesis of a wide variety of valuable alkenylsilane\u2010containing homoallylic alcohols commencing from readily accessible \u03b1\u2010silyl\u2010substituted dienes. The three\u2010component reactions display good substrate generality and broad functional group compatibility, and could be successfully applied in the post\u2010functionalization of biologically active complex molecules. Moreover, the resulting alkenylsilane\u2010containing homoallylic alcohols could be easily converted into other value\u2010added organic molecules, and the preinstalled silyl substituent could be readily manipulated for straightforward access of diverse substituents (e.g., alkyl, aryl, alkenyl, and alkynyl), which are difficult to access by using documented methodologies.<\/jats:p>","DOI":"10.1002\/anie.6030123","type":"journal-article","created":{"date-parts":[[2026,8,7]],"date-time":"2026-08-07T13:20:26Z","timestamp":1786108826000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["Stereoelectronically Controlled Regioselective Allylation of Aldehyde Under Photoredox\/Chromium Catalysis"],"prefix":"10.1002","volume":"65","author":[{"ORCID":"https:\/\/orcid.org\/0009-0003-9318-6122","authenticated-orcid":false,"given":"Longfei","family":"Liu","sequence":"first","affiliation":[{"name":"Technical Institute of 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