A Rh(II)-catalyzed cycloaddition approach towards the synthesis of komaroviquinone.
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.
Padwa
Albert
A
Department of Chemistry, Emory University, Atlanta GA 30322, USA.
Chughtai
Majid J
MJ
Boonsombat
Jutatip
J
Rashatasakhon
Paitoon
P