1,2,4-Trifunctionalized Cyclohexane Synthesis via a Diastereoselective Reductive Cope Rearrangement and Functional Group Interconversion Strategy
1,2,4-Trifunctionalized Cyclohexane Synthesis via a Diastereoselective Reductive Cope Rearrangement and Functional Group Interconversion Strategy
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DOI：
10.1021/acs.orglett.1c03310
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发表时间：
2021-11-19
期刊：
影响因子：
5.2
通讯作者：
Grenning, Alexander J.
中科院分区：
文献类型：
--
作者：
Mannchen, Michael D.;Ghiviriga, Ion;Grenning, Alexander J.
多官能化环己烷是药物发现中的优先骨架。本文报道了一种通过非对映选择性还原科普重排合成1，2，4-三官能化环己烷的方法。所获得的支架可以通过正交官能团相互转化衍生为具有1-酰胺、2-支链芳基烯丙基和可变4-官能团的环己烷。
Polyfunctionalized cyclohexanes are privileged scaffolds in drug discovery. Reported herein is a method for synthesizing 1,2,4-trifunctionalized cyclohexanes via diastereoselective reductive Cope rearrangement. The scaffolds obtained can be derivatized by orthogonal functional group interconversion to cyclohexanes bearing a 1-amide, 2-branched arylallyl, and variable 4-functional group.