从香茅醇出发，立体选择性地合成了千金藤素、异千金藤素、土木香内酯和多利醇内酯。
Divergent diastereoselective synthesis of iridomyrmecin, isoiridomyrmecin, teucrimulactone, and dolicholactone from citronellol.
机构信息
Department of Chemistry, Kenyon College, Gambier, Ohio 43022, United States.
出版信息
J Org Chem. 2013 Jul 19;78(14):7318-23. doi: 10.1021/jo400884g. Epub 2013 Jul 2.
PMID:23790053
Abstract
The iridoid natural products iridomyrmecin, isoiridomyrmecin, teucriumlactone, and dolicholactone were prepared from citronellol using a divergent diastereoselective approach. Key steps include a highly diastereoselective enamine/enal cycloaddition and the selective reduction of masked aldehyde functionalities by ionic hydrogenation.
摘要
从香茅醇出发，使用发散性的非对映选择性方法制备了环烯醚萜天然产物桃叶珊瑚苷、异桃叶珊瑚苷、川陈皮素和二氢鞘氨醇内酯。关键步骤包括高度非对映选择性的烯胺/烯醛环加成以及通过离子氢化选择性还原掩蔽醛官能团。
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