Enantioselective Iridium-Catalyzed Allylic Alkylation Reactions of Masked Acyl Cyanide Equivalents.
Enantioselective Iridium-Catalyzed Allylic Alkylation Reactions of Masked Acyl Cyanide Equivalents.
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DOI：
10.1021/acs.orglett.7b00449
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发表时间：
2017-04-07
期刊：
影响因子：
5.2
通讯作者：
Stoltz BM
中科院分区：
文献类型：
--
作者：
Hethcox JC;Shockley SE;Stoltz BM
首次报道了掩蔽型酰基氰化物(MAC)试剂在Ir催化下的第一次不对称烯丙基烷基化反应。这种转换允许使用无极合成子，它相当于一氧化碳。对于广泛的取代烯丙基亲电化合物，该反应以良好的产率和良好的选择性进行到克级，提供了符合合成高度期望的、对映体丰富的乙烯基芳基α-芳基酮基衍生物的产物。
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.