Enantioselective rhodium-catalyzed allylic alkylation of acyclic α-alkoxy substituted ketones using a chiral monodentate phosphite ligand
Enantioselective rhodium-catalyzed allylic alkylation of acyclic α-alkoxy substituted ketones using a chiral monodentate phosphite ligand
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DOI：
10.1039/c2sc20141k
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发表时间：
2012-01-01
期刊：
影响因子：
8.4
通讯作者：
Oliver, Samuel
中科院分区：
文献类型：
--
作者：
Evans, P. Andrew;Clizbe, Elizabeth A.;Oliver, Samuel
利用由Wilkinson催化剂和手性单齿亚磷酸酯衍生的配合物BINOL-MeOP，开发了一种高对映选择性的无环α -烷氧基芳基酮烯丙基烷基化反应。这个过程代表了第一个对映选择性铑催化的与前手性亲核试剂的烯丙基取代。将芳基酮转化为相应的醇和酯的能力说明了这种转化在靶向合成中的潜在效用。
A highly enantioselective rhodium-catalyzed allylic alkylation of acyclic alpha-alkoxy aryl ketones utilizing the complex derived from Wilkinson's catalyst and the chiral monodentate phosphite, BINOL-MeOP, has been developed. This process represents the first enantioselective rhodium-catalyzed allylic substitution with a prochiral nucleophile. The ability to transform the aryl ketones into the corresponding alcohol and ester illustrates the potential utility of this transformation for target directed synthesis.