普卢肯酮 A 的全合成。
Total synthesis of plukenetione A.
机构信息
Department of Chemistry and Center for Chemical Methodology and Library Development (CMLD-BU), Boston University, Boston, Massachusetts 02215, USA.
出版信息
J Am Chem Soc. 2010 Oct 13;132(40):14212-5. doi: 10.1021/ja105784s.
Abstract
We describe an alkylative dearomatization/acid-mediated adamantane annulation sequence that allows facile access to type A polyprenylated acylphloroglucinol natural products including plukenetione A. Introduction of the 2-methyl-1-propenyl moiety was achieved via stereodivergent S(N)2 and S(N)1 cyclizations of allylic alcohol substrates.
摘要
我们描述了一种烷基化去芳构化/酸介导的金刚烷环化序列，该序列可以方便地获得 A 型聚异戊烯基酰基间苯三酚天然产物，包括普卢肯酮 A。通过烯丙醇底物的立体发散 S(N)2 和 S(N)1 环化反应，实现了 2-甲基-1-丙烯基部分的引入。
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