Thermal 1,3-Trityl Migrations in Diels-Alder Domino Reactions of 1-Trityl-4-vinyl-1H-imidazoles
Thermal 1,3-Trityl Migrations in Diels-Alder Domino Reactions of 1-Trityl-4-vinyl-1H-imidazoles
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DOI：
10.1021/jo100416c
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发表时间：
2010-07-02
影响因子：
3.6
通讯作者：
Hall, Michael J.
中科院分区：
文献类型：
--
作者：
Cotterill, Lynsey J.;Harrington, Ross W.;Hall, Michael J.
在热条件下，三苯甲基咪唑已被证明经历空间驱动的N-> N三苯甲基迁移，与先前发表的报告不一致。这些迁移是导致结构复杂分子的几种高度非对映选择性多米诺反应序列（Diels-Alder，[1，3]-H位移，[1，3]-三苯甲基迁移和Diels-Alder，[1，3]-H位移，[1，3]-三苯甲基迁移，Michael反应）中的关键步骤。
Under thermal conditions, tritylimidazoles have been shown to undergo sterically driven N -> N trityl migrations, in disagreement with previously published reports. These migrations are a key step in several highly diastereo-selective domino reaction sequences (Diels-Alder, [1,3]-H shift, [1,3]-trityl migration and Diels-Alder, [1,3]-H shift, [1,3]-trityl migration, Michael reaction) leading to architecturally complex molecules.