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手性铱催化的掩蔽酰基氰化物等价物的烯丙基烷基化反应。

Enantioselective Iridium-Catalyzed Allylic Alkylation Reactions of Masked Acyl Cyanide Equivalents.

机构信息

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.

出版信息

Org Lett. 2017 Apr 7;19(7):1527-1529. doi: 10.1021/acs.orglett.7b00449. Epub 2017 Mar 14.

Abstract

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.

摘要

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。

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