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

…, MJ Chughtai, J Boonsombat, P Rashatasakhon

Index: Padwa, Albert; Chughtai, Majid J.; Boonsombat, Jutatip; Rashatasakhon, Paitoon Tetrahedron, 2008 , vol. 64, # 21 p. 4758 - 4767

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Citation Number: 23

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 π-bond. The ylide was arrived at by cyclization of a rhodium carbenoid intermediate onto a proximal ester group. Efforts toward the preparation of the required precursor for elaboration to the natural product are ...