The Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology , 1200 East California Boulevard, MC 101-20, Pasadena, California 91125, United States.
Org Lett. 2017 Apr 7;19(7):1527-1529. doi: 10.1021/acs.orglett.7b00449. Epub 2017 Mar 14.
The first enantioselective iridium-catalyzed allylic alkylation reaction of a masked acyl cyanide (MAC) reagent has been developed. The transformation allows for the use of an umpoled synthon, which serves as a carbon monoxide equivalent. The reaction proceeds with good yield and excellent selectivity up to gram scale for a wide range of substituted allylic electrophiles, delivering products amenable to the synthesis of highly desirable, enantioenriched vinylated α-aryl carbonyl derivatives.
首次发展了手性铱催化的掩蔽酰基氰化物(MAC)试剂的烯丙基烷基化反应。该转化可以使用非极性化的合成子,其作为一氧化碳等价物。该反应具有良好的收率和优异的选择性,适用于各种取代的烯丙基亲电试剂,可获得适合合成高度期望的手性烯丙基化 α-芳基羰基衍生物的产物。