Enantioselective Synthesis of Janus Kinase Inhibitor INCB018424 via an Organocatalytic Aza-Michael Reaction
Enantioselective Synthesis of Janus Kinase Inhibitor INCB018424 via an Organocatalytic Aza-Michael Reaction
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DOI：
10.1021/ol900350k
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发表时间：
2009-05-07
期刊：
影响因子：
5.2
通讯作者：
Zhou, Jiacheng
中科院分区：
文献类型：
--
作者：
Lin, Qiyan;Meloni, David;Zhou, Jiacheng
以二芳基脯氨醇硅醚为催化剂，通过吡唑（16或20）与（E）-3-环戊基丙烯醛（23）的有机催化不对称氮杂迈克尔加成反应，对INCB 018424的对映选择性合成进行了研究。迈克尔加合物（R）-24和（R）-27以良好的产率和高ee分离出来，并且很容易转化为INCB 018424。
An enantioselective synthesis of INCB018424 via organocatalytic asymmetric aza-Michael addition of pyrazoles (16 or 20) to (E)-3-cyclopentylacrylaldehyde (23) using diarylprolinol silyl ether as the catalyst was developed. Michael adducts (R)-24 and (R)-27 were isolated in good yield and high ee and were readily converted to INCB018424.