香叶醇全合成喇叭茶烷 A 和 B。
Total Synthesis of the Labdane Diterpenes Galanal A and B from Geraniol.
机构信息
Department of Chemistry, National Taiwan University , Taipei 106, Taiwan.
出版信息
J Org Chem. 2017 Feb 3;82(3):1575-1583. doi: 10.1021/acs.joc.6b02766. Epub 2017 Jan 12.
PMID:28035834
Abstract
The first total synthesis of galanal A and B has been achieved from naturally occurring geraniol. Key steps in this synthesis are the use of a Lewis acid assisted chiral Brønsted acid (chiral LBA) mediated cationic polyene cyclization and a titanocene-mediated radical cyclization for the asymmetric assembly of the "AB" ring and the construction of the all-carbon quaternary center at the junction of the "BC" ring, respectively.
摘要
从天然存在的香叶醇首次全合成了 galanal A 和 B。该合成的关键步骤是使用路易斯酸辅助手性布朗斯台德酸（手性 LBA）介导的阳离子多烯环化以及钛介导的自由基环化，分别用于“AB”环的不对称组装和“BC”环连接处的全碳季碳原子的构建。
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