手性铱催化的醇和炔丙基氯的转移氢化偶联反应对羰基的选择性丙炔基化作用。
Enantioselective carbonyl propargylation by iridium-catalyzed transfer hydrogenative coupling of alcohols and propargyl chlorides.
机构信息
University of Texas at Austin, Department of Chemistry and Biochemistry, 1 University Station-A5300, Austin, TX 78712-1167, USA.
出版信息
Angew Chem Int Ed Engl. 2012 Jul 27;51(31):7830-4. doi: 10.1002/anie.201203334. Epub 2012 Jun 26.
It takes alkynes! Exposure of propargyl chlorides to primary benzylic alcohols in the presence of [Ir(cod){(R)-segphos}]OTf (cod = 1,5-cyclooctadiene, segphos = 5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole, Tf = trifluoromethanesulfonyl) results in hydrogen exchange to give allenyliridium-aldehyde pairs that combine to form products of propargylation with high ee value (see scheme). The reaction can also be conducted using aldehydes.
需要炔烃！在[Ir(cod){(R)-segphos}]OTf（cod = 1,5-环辛二烯，segphos = 5,5'-双（二苯基膦基）-4,4'-联-1,3-苯并二恶唑，Tf = 三氟甲磺酸）存在下，将丙炔基氯化物暴露于伯苄基醇中，导致氢交换生成烯丙基铱-醛对，它们结合形成具有高对映选择性的丙炔化产物（见方案）。该反应也可以使用醛进行。
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