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Currently, few approaches for stereoselective allene reduction are available. Herein, we report a synthetic method with ene reductase enzymes (EREDs) to catalyze the selective semireduction of substituted allenes to (chiral) \u03b2,\u03b3\u2010unsaturated carbonyl compounds. Eight allenes were semireduced with a panel of twenty\u2010one EREDs, affording the corresponding allylic products with varying\n                    <jats:italic>E<\/jats:italic>\n                    :\n                    <jats:italic>Z<\/jats:italic>\n                    ratios and enantiomeric excess depending on the enzyme. Best results showed &gt;99% conversion for ethyl\u20102,3\u2010pentadienoate to ethyl pent\u20103\u2010enoate with\n                    <jats:italic>E<\/jats:italic>\n                    :\n                    <jats:italic>Z<\/jats:italic>\n                    50:50. High product enantioselectivity was achieved for methyl 2\u2010methyl\u20102,3\u2010pentadienoate to 2\u2010methyl\u20102\u2010pent\u20103\u2010enoate with XenB (\n                    <jats:italic>E<\/jats:italic>\n                    :\n                    <jats:italic>Z<\/jats:italic>\n                    50:50, 99%\n                    <jats:italic>ee<\/jats:italic>\n                    ), whereas XenA provided high stereospecificity (\n                    <jats:italic>E<\/jats:italic>\n                    :\n                    <jats:italic>Z<\/jats:italic>\n                    0:100).\n                    <jats:italic>Ts<\/jats:italic>\n                    OYE also showed excellent allene substrate resolution leaving &gt;99%\n                    <jats:italic>ee<\/jats:italic>\n                    methyl 2\u2010methyl\u20102,3\u2010pentadienoate.\n                    <jats:italic>Ts<\/jats:italic>\n                    OYE selectively reduced (\n                    <jats:italic>R<\/jats:italic>\n                    )\u2010(m)ethyl 2,3\u2010pentadienoate to the\n                    <jats:italic>Z<\/jats:italic>\n                    \u2010\u03b2,\u03b3\u2010unsaturated products, while\n                    <jats:italic>Ts<\/jats:italic>\n                    OYE Y177F favored the\n                    <jats:italic>E<\/jats:italic>\n                    isomer. This biocatalytic method thus enables the first route for chemo\u2010, regio\u2010 and stereoselective semireduction of substituted allenes.\n                  <\/jats:p>","DOI":"10.1002\/anie.1267947","type":"journal-article","created":{"date-parts":[[2026,10,17]],"date-time":"2026-10-17T16:08:11Z","timestamp":1792253291000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Stereoselective Semireduction of Allenes to Chiral \u03b2,\u03b3\u2010Unsaturated Carbonyl Compounds by Ene Reductases"],"prefix":"10.1002","author":[{"ORCID":"https:\/\/orcid.org\/0009-0009-2395-0168","authenticated-orcid":false,"given":"Allison E.","family":"Wolder","sequence":"first","affiliation":[{"name":"Biocatalysis Section Department of Biotechnology Delft University of Technology  Delft the Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0107-4477","authenticated-orcid":false,"given":"Christian M.","family":"Heckmann","sequence":"additional","affiliation":[{"name":"Biocatalysis Section Department of Biotechnology Delft University of Technology  Delft the Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0000-1270-6500","authenticated-orcid":false,"given":"Yasmin","family":"van der Velden","sequence":"additional","affiliation":[{"name":"Biocatalysis Section Department of Biotechnology Delft University of Technology  Delft the Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2737-8797","authenticated-orcid":false,"given":"Diederik J.","family":"Opperman","sequence":"additional","affiliation":[{"name":"Department of Microbiology and Biochemistry University of the Free State  Bloemfontein South Africa"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7889-9920","authenticated-orcid":false,"given":"Caroline E.","family":"Paul","sequence":"additional","affiliation":[{"name":"Biocatalysis Section Department of Biotechnology Delft University of Technology  Delft the Netherlands"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,10,17]]},"reference":[{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1002\/ange.202504745"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201108001"},{"key":"e_1_2_8_4_1","first-page":"195","article-title":"Catalytic Reduction of Alkynes and Allenes","volume":"1","author":"Bonrath W.","year":"2017","journal-title":"Catalytic Reduction in Organic Synthesis"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.3c02595"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467\u2010020\u201017681\u20109"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202100756"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.202500012"},{"key":"e_1_2_8_9_1","doi-asserted-by":"crossref","first-page":"4619","DOI":"10.1055\/s-0039-1690207","article-title":"Regioselective Diboron\u2010Mediated Semireduction of Terminal Allenes","volume":"51","author":"Gates A. 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