科佩奥林和科佩奥酮的结构修订、全合成及绝对构型
Revised structure, total synthesis, and absolute configuration of kopeolin and kopeolone.
作者信息
Miquet Stéphanie, Brémond Paul, Ayela Benjamin, Marque Sylvain R A, Audran Gérard
机构信息
Aix Marseille Université , CNRS, ICR UMR 7273, 13397, Marseille, France.
出版信息
J Org Chem. 2014 Mar 7;79(5):2268-73. doi: 10.1021/jo402572b. Epub 2014 Feb 17.
An enantioselective total synthesis of two sesquiterpenoids, kopeolin and kopeolone, has been achieved. Using the diastereoselective addition of an organocerate as a key step, we controlled the absolute stereochemistry of a crucial stereocenter present in these natural products. This approach allowed us to confirm a structural revision that we previously proposed (Chem.-Eur. J. 2013, 19, 10632-10642) and to fully characterize these natural products while elucidating their absolute stereochemistry.
已实现两种倍半萜类化合物——科佩林（kopeolin）和科佩洛酮（kopeolone）的对映选择性全合成。以有机铈试剂的非对映选择性加成作为关键步骤，我们控制了这些天然产物中一个关键立体中心的绝对立体化学。这种方法使我们能够确认我们之前提出的结构修正（《化学 - 欧洲杂志》2013年，第19卷，10632 - 10642页），并在阐明其绝对立体化学的同时，对这些天然产物进行全面表征。
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