{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,3,25]],"date-time":"2026-03-25T11:06:16Z","timestamp":1774436776324,"version":"3.50.1"},"reference-count":48,"publisher":"American Chemical Society (ACS)","issue":"13","content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Org. Lett."],"published-print":{"date-parts":[[2008,7,3]]},"DOI":"10.1021\/ol800836v","type":"journal-article","created":{"date-parts":[[2008,6,6]],"date-time":"2008-06-06T07:00:45Z","timestamp":1212735645000},"page":"2705-2708","source":"Crossref","is-referenced-by-count":102,"title":["Ruthenium Catalyzed C\u2212C Bond Formation via Transfer Hydrogenation: Branch-Selective Reductive Coupling of Allenes to Paraformaldehyde and Higher Aldehydes"],"prefix":"10.1021","volume":"10","author":[{"given":"Ming-Yu","family":"Ngai","sequence":"first","affiliation":[{"name":"University of Texas at Austin, Department of Chemistry and Biochemistry, Austin, Texas 78712"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Eduardas","family":"Skucas","sequence":"additional","affiliation":[{"name":"University of Texas at Austin, Department of Chemistry and Biochemistry, Austin, Texas 78712"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Michael J.","family":"Krische","sequence":"additional","affiliation":[{"name":"University of Texas at Austin, Department of Chemistry and Biochemistry, Austin, Texas 78712"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"316","published-online":{"date-parts":[[2008,6,6]]},"reference":[{"key":"ref1\/cit1a","doi-asserted-by":"crossref","first-page":"1051","DOI":"10.1021\/cr00013a015","volume":"92","author":"Zassinovich G.","year":"1992","journal-title":"Chem. Rev."},{"key":"ref1\/cit1b","doi-asserted-by":"crossref","first-page":"97","DOI":"10.1021\/ar9502341","volume":"30","author":"Noyori R.","year":"1997","journal-title":"Acc. Chem. Res."},{"key":"ref1\/cit1c","doi-asserted-by":"crossref","first-page":"40","DOI":"10.1002\/1521-3773(20010105)40:1<40::AID-ANIE40>3.0.CO;2-5","volume":"40","author":"Noyori R.","year":"2001","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref1\/cit1d","doi-asserted-by":"crossref","first-page":"7931","DOI":"10.1021\/jo010721w","volume":"66","author":"Noyori R.","year":"2001","journal-title":"J. Org. Chem."},{"key":"ref1\/cit1ea","doi-asserted-by":"crossref","first-page":"2008","DOI":"10.1002\/1521-3773(20020617)41:12<2008::AID-ANIE2008>3.0.CO;2-4","volume":"41","author":"Noyori R.","year":"2002","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref1\/cit1eb","doi-asserted-by":"crossref","first-page":"15","DOI":"10.1002\/adsc.200390002","volume":"345","author":"Noyori R.","year":"2003","journal-title":"Adv. Synth. Catal."},{"key":"ref1\/cit1f","doi-asserted-by":"crossref","first-page":"1807","DOI":"10.1039\/b502713f","author":"Noyori R.","year":"2005","journal-title":"Chem. Commun."},{"key":"ref1\/cit1g","doi-asserted-by":"crossref","first-page":"226","DOI":"10.1039\/B513396C","volume":"35","author":"Gladiali S.","year":"2006","journal-title":"Chem. Soc. Rev."},{"key":"ref1\/cit1h","doi-asserted-by":"crossref","first-page":"1300","DOI":"10.1021\/ar700134q","volume":"40","author":"Ikariya T.","year":"2007","journal-title":"Acc. Chem. Res."},{"key":"ref2\/cit2a","doi-asserted-by":"crossref","first-page":"121","DOI":"10.1016\/S0065-3055(08)60479-7","volume":"32","author":"Kalck P.","year":"1991","journal-title":"Adv. Organomet. Chem."},{"key":"ref3\/cit3a","doi-asserted-by":"crossref","first-page":"C51","DOI":"10.1016\/0022-328X(89)85196-4","volume":"369","author":"Tsuji Y.","year":"1989","journal-title":"J. Organomet. Chem."},{"key":"ref3\/cit3b","doi-asserted-by":"crossref","first-page":"1945","DOI":"10.1021\/om00004a055","volume":"14","author":"Kondo T.","year":"1995","journal-title":"Organometallics"},{"key":"ref3\/cit3c","doi-asserted-by":"crossref","first-page":"6557","DOI":"10.1016\/j.tetlet.2004.07.032","volume":"45","author":"Yu C.-M.","year":"2004","journal-title":"Tetrahedron Lett."},{"key":"ref4\/cit4a","doi-asserted-by":"crossref","first-page":"2067","DOI":"10.1021\/cr000666b","volume":"101","author":"Trost B. M.","year":"2001","journal-title":"Chem. Rev."},{"key":"ref4\/cit4b","doi-asserted-by":"crossref","first-page":"1163","DOI":"10.2174\/1385272023373545","volume":"6","author":"Kondo T.","year":"2002","journal-title":"Curr. Org. Chem."},{"key":"ref4\/cit4c","first-page":"1","volume":"11","author":"D\u00e9rien S.","year":"2004","journal-title":"Top. Organomet. Chem."},{"key":"ref5\/cit5","unstructured":"For reviews on hydrogenative C\u2212C coupling, see:"},{"key":"ref5\/cit5a","doi-asserted-by":"crossref","first-page":"77","DOI":"10.1007\/128_2007_122","volume":"279","author":"Iida H.","year":"2007","journal-title":"Top. Curr. Chem."},{"key":"ref5\/cit5b","doi-asserted-by":"crossref","first-page":"1063","DOI":"10.1021\/jo061895m","volume":"72","author":"Ngai M.-Y.","year":"2007","journal-title":"J. Org. Chem."},{"key":"ref5\/cit5c","doi-asserted-by":"crossref","first-page":"1394","DOI":"10.1021\/ar7001123","volume":"40","author":"Skucas E.","year":"2007","journal-title":"Acc. Chem. Res."},{"key":"ref6\/cit6a","doi-asserted-by":"crossref","first-page":"718","DOI":"10.1021\/ja056474l","volume":"128","author":"Kong J.-R.","year":"2006","journal-title":"J. Am. Chem. Soc."},{"key":"ref6\/cit6b","doi-asserted-by":"crossref","first-page":"7242","DOI":"10.1021\/ja0715896","volume":"129","author":"Skucas E.","year":"2007","journal-title":"J. Am. Chem. Soc."},{"key":"ref6\/cit6c","doi-asserted-by":"crossref","first-page":"8432","DOI":"10.1021\/ja073018j","volume":"129","author":"Barchuk A.","year":"2007","journal-title":"J. Am. Chem. Soc."},{"key":"ref6\/cit6d","doi-asserted-by":"crossref","first-page":"12644","DOI":"10.1021\/ja075438e","volume":"129","author":"Ngai M.-Y.","year":"2007","journal-title":"J. Am. Chem. Soc."},{"key":"ref6\/cit6e","doi-asserted-by":"crossref","first-page":"519","DOI":"10.1021\/ol052859x","volume":"8","author":"Jung C.-K.","year":"2006","journal-title":"Org. Lett."},{"key":"ref6\/cit6f","doi-asserted-by":"crossref","first-page":"17051","DOI":"10.1021\/ja066198q","volume":"128","author":"Jung C.-K.","year":"2006","journal-title":"J. Am. Chem. Soc."},{"key":"ref6\/cit6g","doi-asserted-by":"crossref","first-page":"5843","DOI":"10.1021\/jo070779w","volume":"72","author":"Garner S. A.","year":"2007","journal-title":"J. Org. Chem."},{"key":"ref6\/cit6h","doi-asserted-by":"crossref","first-page":"2746","DOI":"10.1021\/ja710862u","volume":"130","author":"Bee C.","year":"2008","journal-title":"J. Am. Chem. Soc."},{"key":"ref6\/cit6i","doi-asserted-by":"crossref","first-page":"12678","DOI":"10.1021\/ja075971u","volume":"129","author":"Skucas E.","year":"2007","journal-title":"J. Am. Chem. Soc."},{"key":"ref7\/cit7a","doi-asserted-by":"crossref","first-page":"15134","DOI":"10.1021\/ja077389b","volume":"129","author":"Bower J. F.","year":"2007","journal-title":"J. Am. Chem. Soc."},{"key":"ref7\/cit7b","doi-asserted-by":"crossref","first-page":"1033","DOI":"10.1021\/ol800159w","volume":"10","author":"Bower J. F.","year":"2008","journal-title":"Org. Lett."},{"key":"ref8\/cit8a","volume":"130","author":"Shibahara F.","year":"2008","journal-title":"J. Am. Chem. Soc."},{"key":"ref8\/cit8b","doi-asserted-by":"crossref","first-page":"6338","DOI":"10.1002\/anie.200801359","volume":"47","author":"Patman R. L.","year":"2008","journal-title":"Angew. Chem., Int. Ed."},{"key":"ref9\/cit9","unstructured":"See theSupporting Informationfor detailed experimental procedures."},{"key":"ref10\/cit10","unstructured":"Couplings employing 2-propanol-d8as terminal reductant were conducted twice. The isolated yields and levels of deuterium incorporation fordeuterio-2aanddeuterio-4awere reproducible within experimental error."},{"key":"ref11\/cit11","unstructured":"When \u03b1-phthalimidoacetaldehyde was coupled to 1 equiv of [RuBr(CO)3(\u03b73-C3H5)], the corresponding homoallylic alcohol and its isomers were detected. See also ref3b."},{"key":"ref12\/cit12a","doi-asserted-by":"crossref","first-page":"2207","DOI":"10.1039\/a704157h","author":"Hill A. F.","year":"1997","journal-title":"Chem. Commun."},{"key":"ref12\/cit12b","doi-asserted-by":"crossref","first-page":"1058","DOI":"10.1246\/cl.2000.1058","author":"Nakanishi S.","year":"2000","journal-title":"Chem. Lett."},{"key":"ref12\/cit12c","doi-asserted-by":"crossref","first-page":"177","DOI":"10.1016\/S1387-7003(01)00368-9","volume":"5","author":"Sasabe H.","year":"2002","journal-title":"Inorg. Chem. Commun."},{"key":"ref12\/cit12d","doi-asserted-by":"crossref","first-page":"1140","DOI":"10.1016\/S1387-7003(03)00214-4","volume":"6","author":"Sasabe H.","year":"2003","journal-title":"Inorg. Chem. Commun."},{"key":"ref12\/cit12e","doi-asserted-by":"crossref","first-page":"4735","DOI":"10.1021\/om049646g","volume":"23","author":"Xue P.","year":"2004","journal-title":"Organometallics"},{"key":"ref12\/cit12f","doi-asserted-by":"crossref","first-page":"212","DOI":"10.1246\/cl.2006.212","volume":"35","author":"Sasabe H.","year":"2006","journal-title":"Chem. Lett."},{"key":"ref12\/cit12g","doi-asserted-by":"crossref","first-page":"5581","DOI":"10.1021\/om700629x","volume":"26","author":"Bai T.","year":"2007","journal-title":"Organometallics"},{"key":"ref13\/cit13a","doi-asserted-by":"crossref","first-page":"144","DOI":"10.1002\/ijch.198400024","volume":"24","author":"Blum Y.","year":"1984","journal-title":"Isr. J. Chem."},{"key":"ref13\/cit13b","doi-asserted-by":"crossref","first-page":"93","DOI":"10.1016\/0022-328X(84)85013-5","volume":"263","author":"Blum Y.","year":"1984","journal-title":"J. Organomet. Chem."},{"key":"ref13\/cit13c","doi-asserted-by":"crossref","first-page":"C7","DOI":"10.1016\/0022-328X(85)87154-0","volume":"282","author":"Blum Y.","year":"1985","journal-title":"J. Organomet. Chem."},{"key":"ref13\/cit13d","doi-asserted-by":"crossref","first-page":"4319","DOI":"10.1021\/jo00228a032","volume":"52","author":"Murahashi S. I.","year":"1987","journal-title":"J. Org. Chem."},{"key":"ref13\/cit13e","doi-asserted-by":"crossref","first-page":"10840","DOI":"10.1021\/ja052862b","volume":"127","author":"Zhang J.","year":"2005","journal-title":"J. Am. Chem. Soc."}],"container-title":["Organic Letters"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/ol800836v","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,3,6]],"date-time":"2023-03-06T16:34:22Z","timestamp":1678120462000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/ol800836v"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2008,6,6]]},"references-count":48,"journal-issue":{"issue":"13","published-print":{"date-parts":[[2008,7,3]]}},"alternative-id":["10.1021\/ol800836v"],"URL":"https:\/\/doi.org\/10.1021\/ol800836v","relation":{},"ISSN":["1523-7060","1523-7052"],"issn-type":[{"value":"1523-7060","type":"print"},{"value":"1523-7052","type":"electronic"}],"subject":[],"published":{"date-parts":[[2008,6,6]]}}}