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一种用于合成科马罗醌的铑(II)催化环加成方法。

A Rh(II)-catalyzed cycloaddition approach towards the synthesis of komaroviquinone.

作者信息

Padwa Albert, Chughtai Majid J, Boonsombat Jutatip, Rashatasakhon Paitoon

机构信息

Department of Chemistry, Emory University, Atlanta GA 30322, USA.

出版信息

Tetrahedron. 2008 May 19;64(21):4758-4767. doi: 10.1016/j.tet.2008.01.129.

Abstract

Using a rhodium(II)-catalyzed cyclization/cycloaddition sequence as the key reaction step, the icetexane core of komaroviquinone was constructed by an intramolecular dipolar-cycloaddition of a carbonyl ylide dipole across a tethered pi-bond. The ylide was arrived at by cyclization of a rhodium carbenoid intermediate onto a proximal ester group. Efforts towards the preparation of the required precursor for elaboration to the natural product are discussed.

摘要

以铑(II)催化的环化/环加成序列作为关键反应步骤,通过羰基叶立德偶极体跨连接的π键进行分子内偶极环加成反应,构建了科马罗醌的冰叶烷核心结构。叶立德是由铑卡宾中间体环化至近端酯基而生成的。文中还讨论了为制备用于合成天然产物的所需前体所做的努力。

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