利用氧化还原接力Heck策略对γ-官能化环戊烯酮和δ-官能化环庚烯酮进行对映选择性合成。
Enantioselective Synthesis of γ-Functionalized Cyclopentenones and δ-Functionalized Cycloheptenones Utilizing a Redox-Relay Heck Strategy.
作者信息
Yuan Qianjia, Prater Matthew B, Sigman Matthew S
机构信息
Department of Chemistry, University of Utah, 315 S 1400 E, Salt Lake City, UT, 84112.
These authors contributed equally.
出版信息
Adv Synth Catal. 2020 Jan 23;362(2):326-330. doi: 10.1002/adsc.201901239. Epub 2019 Oct 24.
Abstract
In this report, the desymmetrization of cyclic enones under relay Heck conditions with an array of aryl boronic acids, alkenyl triflates and indole derivatives is described. This method grants facile access to diverse γ-functionalized cyclopentenones and δ-functionalized cycloheptenones. Using this approach, a formal synthesis of ()-baclofen was completed in high yield and excellent enantioselectivity.
摘要
在本报告中，描述了在接力Heck条件下，环状烯酮与一系列芳基硼酸、烯基三氟甲磺酸酯和吲哚衍生物的去对称化反应。该方法能方便地获得各种γ-官能化环戊烯酮和δ-官能化环庚烯酮。利用这种方法，以高收率和优异的对映选择性完成了（）-巴氯芬的形式合成。
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