Padwa Albert, Chughtai Majid J, Boonsombat Jutatip, Rashatasakhon Paitoon
Department of Chemistry, Emory University, Atlanta GA 30322, USA.
Tetrahedron. 2008 May 19;64(21):4758-4767. doi: 10.1016/j.tet.2008.01.129.
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.
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。