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Here, we report a dual catalytic system that synergistically merges chiral chromium catalysis with organophotoredox catalysis to address this challenge. This platform enables a three\u2010component, enantioselective 1,2\u2010dialkylation of alkynes, directly converting simple alkyl radical precursors, alkynes, and aldehydes into axially chiral allylic alcohols with high efficiency, diastereoselectivity (up to &gt;20:1 dr), and enantioselectivity (up to 99% ee). Preliminary mechanistic and computational studies support a mechanism involving a photoredox\u2010generated radical cascade, wherein a transient vinyl radical achieves a highly stereoselective carbonyl addition controlled by a chiral chromium catalyst. This work establishes a distinct radical\u2010based disconnection for the concurrent construction of axial and central chirality, providing a catalytic and stereocontrolled alternative to the classical Nozaki\u2013Hiyama\u2013Kishi reaction and opening new avenues for enantioselective radical chemistry.<\/jats:p>","DOI":"10.1002\/anie.7450561","type":"journal-article","created":{"date-parts":[[2026,6,3]],"date-time":"2026-06-03T07:00:52Z","timestamp":1780470052000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Enantioselective Vinyl Radical Addition to Aldehydes via Dual Chromium Catalysis"],"prefix":"10.1002","volume":"65","author":[{"given":"Ning","family":"Wang","sequence":"first","affiliation":[{"name":"School of Physical Science and Technology ShanghaiTech University  Shanghai China"},{"name":"State Key Laboratory of Fluorine and Nitrogen Chemistry and Advanced Materials Shanghai Institute of Organic 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